Category: 61272-76-2

Application of 61272-76-2, These common heterocyclic compound, 61272-76-2, name is 4-Fluoro-2-iodoaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: to ortho iodoaniline,1(a?q) (0.10 mmol), in dioxane (5 mL) was added PdCl2 (5 mol percent), A-taphos(10 mol percent). The solution was purged with nitrogen and stirred at roomtemperature for 10 min and aldehyde (2a?q) (0.16 mmol), CH3COOCs(0.20 mmol), were added. The reaction mixture was again purged withnitrogen and heated in the microwave at 120 C for 30?40 min. Reaction wasmonitored by TLC. After the completion, reaction mixture was cooled to roomtemperature and water was added to the reaction mixture. It was thenextracted with ethyl acetate (25 mL 2) and the separated organic layer wasdried over anhydrous Na2SO4. The organic layer was filtered and concentratedunder vacuum, and the residue was purified by flash column chromatographyon silica gel.

Statistics shows that 4-Fluoro-2-iodoaniline is playing an increasingly important role. we look forward to future research findings about 61272-76-2.

Reference:
Article; Karuvalam, Ranjith P.; Haridas, Karickal R.; Sajith, Ayyiliath M.; Muralidharan, Arayambath; Tetrahedron Letters; vol. 54; 37; (2013); p. 5126 – 5129;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 61272-76-2, These common heterocyclic compound, 61272-76-2, name is 4-Fluoro-2-iodoaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

N-(4-Fluoro-2-iodophenyl)methanesulfonamide (Ian-09) Methanesulfonyl chloride (1.37 g, 0.94 ml, 12 mmol) was added dropwise at room temperature to a solution of 4-fluoro-2-iodoaniline (Ian-04) (2.38 g, 10 mmol) and 4-(dimethylamino)pyridine (121 mg, 1 mmol) in anhydrous pyridine (25 ml) and then the mixture was refluxed whilst stirring for 12 h. The mixture was cooled to room temperature, diluted with dichloromethane (100 ml) and washed with 5percent hydrochloric acid (3*20 ml) and water (3*20 ml). The organic phase was dried with sodium sulfate and concentrated to small volume under vacuum. Toluene was added repeatedly to the residue, which was concentrated to small volume again under vacuum each time. The crude product (2.91 g) was purified by flash chromatography (100 g, 3.7*20 cm) with cyclohexane/ethyl acetate (4:1). Yield: 2.25 g (71percent), beige-coloured solid Melting point: 90-92° C. 1H-NMR (DMSO-d6): 3.03 (s, 3H); 7.29 (m, 1H); 7.41 (dd, 1H, J=5.5, 8.8 Hz); 7.80 (dd, 1H, J=2.9, 8.2 Hz); 9.33 (s, 1H).

The synthetic route of 61272-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUNENTHAL GMBH; US2009/215725; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 61272-76-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 61272-76-2, name is 4-Fluoro-2-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 21 4-(((5-Fluoro-3-methyl-1H-indol-2-yl)methoxy)methyl)-N,N-dimethyl-1-phenylcyclohexanamine (one of two possible diastereomers) A mixture of Ain-12 (570 mg, 2 mmol), 4-fluoro-2-iodoaniline (Ian-04) (592 mg, 2.5 mmol), palladium(II) acetate (90 mg, 0.38 mmol), tetra-n-butylammonium chloride (564 mg, 2 mmol), triphenyl phosphine (203 mg, 0.80 mmol) and sodium carbonate (1.05 g, 10 mmol) was evacuated for 30 min in an oil pump. Anhydrous N,N-dimethyl formamide (15 ml), which had previously been flushed with argon for 1 h, was then added via a Schlenk attachment. The mixture was then stirred for 18 h at 100° C. The reaction mixture was then concentrated to small volume under vacuum. Toluene was repeatedly added to the residue, which was concentrated to small volume under vacuum each time and then divided between water and ethyl acetate (20 ml each). The phases were separated and the aqueous phase was extracted with ethyl acetate (3*30 ml). The combined organic phases were washed with 1 M sodium thiosultate solution (30 ml) and saturated sodium chloride solution (50 ml). The combined organic phases were dried with sodium sulfate and concentrated to small volume under vacuum. The crude product (1.06 g) was purified by MPLC [230 g, 46*3.6 cm, LiChroprep Si60 (15-25 mum)] with ethyl acetate/methanol (9:1). Yield: 319 mg (40percent), brown oil 1H-NMR (DMSO-d6): 1.25-1.70 (m, 7H); 1.90 (s, 6H); 2.21 (s, 3H); 2.56 (br d, 2H, J=11.9 Hz); 3.30 (d, 2H, J=6.3 Hz); 4.55 (s, 2H); 6.88 (ddd, 1H, J=9.5, 8.9, 2.6 Hz); 7.16-7.36 (m, 3H); 7.51-7.68 (m, 4H); 10.93 (s, 1H). 13C-NMR (DMSO-d6): 8.2; 24.4; 32.0; 36.9; 37.4; 58.5; 63.3; 74.8; 102.8 (d, J=23 Hz); 108.1; 109.0 (d, J=26 Hz); 111.8 (d, J=10 Hz); 126.1; 126.5; 127.2; 128.6 (d, J=12 Hz); 131.4; 131.9; 132.1; 132.2; 133.2; 133.9; 139.3; 156.5 (d, J=231 Hz).

The synthetic route of 4-Fluoro-2-iodoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUNENTHAL GMBH; US2009/215725; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 61272-76-2, These common heterocyclic compound, 61272-76-2, name is 4-Fluoro-2-iodoaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

JV-Benzyl-2-iodo-5-methoxybenzamide (1.61 g, 4.38 mmol), 4-fluoror-2-iodoaniline (867 mg, 3.66 mmol), copper (I) iodide (139 mg, 0.73 mmol), and potassium carbonate (1.26 g, 9.12 mmol) were taken up in anhydrous DMSO (24 mL) and the resulting reaction mixture and the resulting reaction mixture was first stirred at 80 C for 2 hours, followed by heating to 135 C for another 16 hours. After cooling to room temperature, the mixture was filtered over celite and concentrated. The residue was diluted w th an excess of Et20 and washed with water. The organic layer was dried over Na2S04, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : Hex = 0: 100 to 100:0: then EtOAc : DCM = 0: 100 to 25:75) to give l0-Benzyl-8-fluoro-2-methoxy-5,10-dihydro-l li/- dibenzo[£>,e][l,4]diazepin-l l-one (565 rng, 44%) as a light yellow’ foam.

The synthetic route of 61272-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164953; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 61272-76-2, The chemical industry reduces the impact on the environment during synthesis 61272-76-2, name is 4-Fluoro-2-iodoaniline, I believe this compound will play a more active role in future production and life.

A’-Benzyl~2~iodo~5~meihoxybenzamide (1.61 g, 4.38 mmol), 4-fIuoror-2-iodoani.ine (867 mg, 3.66 mmol), copper (I) iodide (139 mg, 0.73 mmol), and potassium carbonate (1.26 g, 9.12 mmol) were taken up in anhydrous DMSG (24 mL) and the resulting reaction mixture and the resulting reaction mixture was first stirred at 80 C for 2 hours, followed by heating to 135 C for another 16 hours. After cooling to room temperature, the mixture was filtered over celite and concentrated. The residue was diluted with an excess of Et?0 and washed with water. The organic layer was dried over Na2S04, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : Hex = 0: 100 to 100:0; then EtOAc : DCM = 0: 100 to 25:75) to give 10-Benzyl-8-fluoro-2-methoxy-5,lO-dihydro-l IH- dibenzo[6,e][1,4]diazepin~ i l~one (565 mg, 44%) as a light yellow foam.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Fluoro-2-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164941; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

61272-76-2, name is 4-Fluoro-2-iodoaniline, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C6H5FIN

General procedure: A mixture of 2-iodoanilines (1.0 mmol), THF (3 mL), and t-BuOK (3 mmol) was stirred in a 10-mL sealed Schlenk tube for 5 min, and then dimethylthiocarbamoyl chloride (1.2 mmol) and CuBr (10 mol percent) were added. The reaction mixture was heated at 60 °C until completion as indicated by TLC. Then the mixture was cooled down to room temperature and quenched with sat. NH4Cl solution (5 mL). The aqueous phase was extracted with EtOAc (3 x10 mL). The combined organic phases were dried (Na2SO4), and the solvent was removed under reduced pressure. The obtained crude product was purified by flash column chromatography.

The synthetic route of 61272-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chang, Cai-Zhu; Xu, Wan; Zeng, Meng-Tian; Liu, Min; Liu, Xing; Zhu, Hui; Dong, Zhi-Bing; Synthetic Communications; vol. 47; 13; (2017); p. 1262 – 1267;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 61272-76-2, These common heterocyclic compound, 61272-76-2, name is 4-Fluoro-2-iodoaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A flask was charged with Cu2O (14 mg, 0.1 mmol), Cs2CO3 (977 mg, 3 mmol), o-haloaniline (1 mmol) and amidine hydrochloride (1.5 mmol) in 2 mL DMF under nitrogen atmosphere. The mixture was stirred at room temperature and DMEDA (20 mL, 0.2 mmol) was added via syringe. The reaction mixture was then stirred in a preheated oil bath at 140 C for 16 h, and then cooled to room temperature. The inorganic salt was filtered off and ethyl acetate, water was added. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layer was dried over Na2SO4, and concentrated in vacuum.The residue was purified by column chromatography on silica gelusing petroleum ether/ethyl acetate as eluent to provide the desired product.

Statistics shows that 4-Fluoro-2-iodoaniline is playing an increasingly important role. we look forward to future research findings about 61272-76-2.

Reference:
Article; Qu, Yanyang; Pan, Lei; Wu, Zhiqing; Zhou, Xiangge; Tetrahedron; vol. 69; 6; (2013); p. 1717 – 1719;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 61272-76-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 61272-76-2 name is 4-Fluoro-2-iodoaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

N-(4-Fluoro-2-iodophenyl)acetamide (Ian-08) A solution of acetyl chloride (2.55 g, 25.2 mmol) in anhydrous dichloromethane (10 ml) was added at 0° C. to a solution of 4-fluoro-2-iodoaniline (Ian-04) (5.93 g, 25 mmol) and triethylamine (3.5 ml) in anhydrous dichloromethane (10 ml). The mixture was stirred for 1 h at 0° C. and then overnight at room temperature and then made alkaline with 25percent potassium carbonate solution. The phases were separated and the aqueous phase was extracted with dichloromethane (2*30 ml). The combined organic phases were dried with sodium sulfate and concentrated to small volume under vacuum. The residue (7.01 g) was taken up in tetrahydrofuran (120 ml) and filtered. The filtrate was concentrated to small volume under vacuum. Yield: 6.60 g (95percent), white solid Melting point: 142-144° C. 1H-NMR (DMSO-d6): 2.03 (s, 3H); 7.25 (dt, 1H, J=8.6, 2.9 Hz); 7.37 (dd, 1H, J=8.8, 5.7 Hz); 7.75 (dd, 1H, J=8.2, 2.9 Hz); 9.46 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Fluoro-2-iodoaniline, and friends who are interested can also refer to it.

Reference:
Patent; GRUNENTHAL GMBH; US2009/215725; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 61272-76-2, A common heterocyclic compound, 61272-76-2, name is 4-Fluoro-2-iodoaniline, molecular formula is C6H5FIN, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 64 4-(((2-tert-Butyl-5-fluoro-1H-indol-3-yl)methoxy)methyl)-N,N-dimethyl-1-phenylcyclohexanamine (one of two possible diastereomers) A mixture of Ain-13 (522 mg, 1.60 mmol), 4-fluoro-2-iodoaniline (Ian-04) (453 mg, 1.90 mmol), [1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene]-3-chloropyridyl palladium(II) chloride (PEPPSI, 109 mg, 0.16 mmol) and sodium carbonate (848 mg, 8.0 mmol) was evacuated for 30 min (oil pump). The mixture was then flushed with argon and absolute N,N-dimethyl formamide (5 ml, previously flushed for 1 h with argon) was added with a syringe via a Schlenk attachment. The reaction mixture was stirred for 18 h at 10° C., during the course of which the solution turned a dark brown colour. The reaction solution was then concentrated to small volume under vacuum, the residue was taken up repeatedly in toluene (3*30 ml) and concentrated to small volume again each time, then divided between water and ethyl acetate (50 ml each) and the phases were separated. The aqueous phase was extracted with ethyl acetate (2*50 ml), the combined organic phases were washed with 1 M sodium thiosulfate solution and saturated sodium chloride solution (50 ml each), dried with sodium sulfate and concentrated to small volume under vacuum. The crude product (948 mg) was purified by flash chromatography (38 g, 20*2.5 cm) with chloroform/methanol (1:5). Yield: 421 mg (60percent) Melting point: 51-53° C. 1H-NMR (DMSO-d6): 1.19-1.68 (m, 7H); 1.44 (s, 9H); 1.89 (s, 6H); 2.54-2.64 (m, 2H); 3.29-3.31 (m, 2H); 4.64 (s, 2H); 6.84 (dt, 1H, J=2.5, 9.6 Hz); 7.23 (dd, 2H, J=2.5, 10.2 Hz); 7.27 (d, 1H, J=4.7 Hz); 7.29-7.37 (m, 4H); 10.79 (s, 1H). 13C-NMR (DMSO-d6): 24.5; 30.3; 32.1; 33.2; 37.0; 37.4; 58.5; 63.2; 74.5; 102.2 (d, 1C, J=23 Hz); 106.6; 108.1 (d, 1C, J=26 Hz); 111.6 (d, 1C, J=0 Hz); 126.1; 126.5; 127.2; 129.8 (d, 1C, J=10 Hz); 130.7; 139.4; 147.5; 156.9 (d, 1C, J=231 Hz). Other C signals were unable to be identified.

The synthetic route of 61272-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUNENTHAL GMBH; US2009/215725; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 61272-76-2, name is 4-Fluoro-2-iodoaniline, A new synthetic method of this compound is introduced below., Product Details of 61272-76-2

General procedure: An oven-dried flask was charged with o-iodoaniline (13 mmol), the corresponding benzyl bromide(10 mmol), NaHCO3 (20 mmol), and DMF (20 mL). The mixture was stirred at 50 °C under air for 3-4 h.After the completion of the reaction (monitored by TLC), the reaction mixture was cooled to ambienttemperature and 15 mL water was added to the mixture, then extracted by EtOAc for 3 times (3 × 30 mL).The combined extracts were washed with brine, dried over Na2SO4, and the solvent was removed in vacuoto provide a crude product, which was purified by column chromatography on silica gel to afford pure product.

The synthetic route of 61272-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Zhengkai; Li, Hongli; Cao, Gangjian; Xu, Jianfeng; Miao, Maozhong; Ren, Hongjun; Synlett; vol. 28; 4; (2017); p. 504 – 508;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com