Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 624-76-0, name is 2-Iodoethanol, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 624-76-0, Product Details of 624-76-0

N-methylaniline (5mls, 0.05mol) was reacted with 2-Iodoethanol (3.599mls, 0.05mol) and diisopropylethylamine (8.039mls, 0.05mol) in ACN at 70oC for 16 hours. The solvent was evaporated and the residue was purified by silica gel column chromatography with hexane/EtOAc to provide the compound as a yellow orange oil (4.48g, 0.03mol, 64.5%yield). 1H NMR (400 MHz, Chloroform-d) delta 7.27 – 7.15 (m, 2H), 6.81 – 6.67 (m, 3H), 3.74 (t, J = 5.8 Hz, 2H), 3.42 (t, J = 5.8 Hz, 2H), 2.92 (s, 3H).

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, 2-Iodoethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bell-Horwath, Tiffany R.; Vadukoot, Anish K.; Thowfeik, Fathima Shazna; Li, Guorui; Wunderlich, Mark; Mulloy, James C.; Merino, Edward J.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 10; (2013); p. 2951 – 2954;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 175278-11-2, 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. 175278-11-2, name is 1-Bromo-3,5-difluoro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a cooled solution of l-bromo-3,5-difluoro-2-iodobenzene (3.00 g, 9.41 mmol) in THF (15 mL, 0.63 M) at -20 C was added a solution of iPrMgCl (2M in THF, 6.12 mL, 12.23 mmol) dropwise. The mixture was stirred for 10 min and then warmed to 0 C and stirred an additional 50 min. Copper iodide (0.448 g, 2.35 mmol) was added, and the reaction was stirred for 10 min. 3-bromo-2-methylprop-l-ene (1.04 mL, 10.4 mmol) was added, and the mixture was warmed to room temperature and stirred overnight. The reaction was quenched with sat. aq. NH4C1 (20 mL), diluted with EtOAc (20 mL) and extracted with EtOAc (3 x 10 mL). The combined organics were washed with brine (2 x 20 mL), dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The resulting residue was purified by silica gel column (100% Hex) to give the desired product l-bromo-3,5- difluoro-2-(2-methylallyl)benzene as a colorless and clear oil (1.60 g). Yield 69%.

The synthetic route of 1-Bromo-3,5-difluoro-2-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MORPHIC THERAPEUTICS, INC.; HARRISON, Bryce, A.; DOWLING, James, E.; GERASYUTO, Aleksey I.; BURSAVICH, Matthew, G.; TROAST, Dawn, M.; LIPPA, Blaise, S.; ROGERS, Bruce, N.; ZHONG, Cheng; QIAO, Qi; LIN, Fu-Yang; SOSA, Brian; BORTOLATO, Angrea; SVENSSON, Mats, A.; HICKEY, Eugene; DAY, Tyler; KIM, Byungchan; (163 pag.)WO2020/47207; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 696-41-3,Some common heterocyclic compound, 696-41-3, name is 3-Iodobenzaldehyde, molecular formula is C7H5IO, 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.

14.4: (3-iodo-benzyl)-dimethyl-amine To a cold (0 C.) solution of 3-iodo-benzaldehyde (3 g, 12.9 mmol) in anhydrous dichloromethane (130 ml) were added acetic acid (1.9 ml) and N,N-dimethylacetamide. The yellow solution is stirred 10 minutes at 0 C. and sodium triacetoxyborohydride (6.85 g, 32.33 mmoles) is added by portions. The resulting mixture is stirred at room temperature for 90 minutes and evaporated to dryness under reduced pressure. Ethyl acetate and a saturated aqueous hydrogen carbonate solution were added to the residue and the two layers were separated The organic phase was washed with water, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum to yield (3-iodo-benzyl)-dimethyl-amine (3.05 g, 90%) as a brown oil. LC/MS (Method LC8): Rt=0.86 min; m/z=262 [M+H]+.

The synthetic route of 696-41-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; LOEHN, Matthias; MENDEZ-PEREZ, Maria; PFEIFFER-MAREK, Stefania; KANNT, Aimo; BEGIS, Guillaume; DUCLOS, Olivier; JEANNOT, Federic; US2013/65894; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 101066-87-9, 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. 101066-87-9 name is 4-Iodo-2-(trifluoromethyl)benzonitrile, 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.

General procedure: Under N2 atmosphere, a mixture of intermediate 12 (263.5 mg,1.0 mmol), 3-bromoaniline (172.0 mg, 1.0 mmol), Cs2CO3 (325.8 mg,1.0 mmol), Pd2(dba)3 (45.8 mg, 0.05 mmol) and Davephos (31.5 mg,0.08 mmol) in MeCN (6.0 ml) was heated to reflux for 5 h. The reactionmixture was cooled to room temperature and diluted withethyl acetate. The resulting mixturewas filtered off and the solutionwas concentrated under vacuum to give a crude product 16 thatwas purified by column chromatography on silica using a solvent of10% ethyl acetate in hexanes. The desired compound 16 was obtainedas a yellow solid (220.0 mg, yield 72%). For the synthesis ofintermediate 13-15, compound 12 or commercially available 11and corresponding aromatic amine were used respectivelyfollowing the procedure described for 16.

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

Reference:
Article; Yu, Jiang; Zhang, Lanxi; Yan, Guoyi; Zhou, Peiting; Cao, Chaoguo; Zhou, Fei; Li, Xinghai; Chen, Yuanwei; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 265 – 281;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic acid, molecular formula is C9H9IO4, 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. Recommanded Product: 61203-48-3

Examples 2.a-6.a[152] The intermediate 4-amino-6,7-methylenedioxycinnoline o-iodobenzamide derivatives used in Examples 2-6 were prepared using the following general procedure. [153] A 2.0M solution of oxalyl chloride in CH2Cl2 (1.3 equiv.) was added to a solution of 2-iodo-4,5-dimethoxybenzoic acid (1.0 equiv.) in anhydrous CH2Cl2 (§ 60 mL per 10 mmol benzoic acid) and the solution stirred at reflux for 3 h. The mixture was allowed to cool and was then concentrated to dryness in vacuo. To the residues was added a solution of requisite 4-amino-6,7-dimethoxyquinoline (1.0 equiv), triethylamine (2 equiv.) in CH2Cl2 (§ 60 mL per 4 mmol aminoquinoline). The reaction mixture was then stirred at reflux under N2. The reaction mixture was cooled and washed with sat. NaHCO3 and extracted with 3% HCl. The aqueous layer was neutralized with 20% NaOH and extracted with CHCl3, dried (MgSO4) and evaporated. [154] Example 2.a. N-(6,7-Methylenedioxycinnolin-4-yl)-N-(N,N-diethylaminoethyl)- 2-iodo-4,5-dimethoxybenzamide: Prepared from N’-(6,7-Methylenedioxycinnolin-4- yl)-N,N-diethylethane-1,2-diamine (640 mg, 2.2 mmol); (87% yield); reaction time 16 h; IR (CHCl3) 1656; 1H NMR (CDCl3) 0.92 (t, 6H, J=7.0), 2.50 (q, 4H, J=7.0), 2.80 (t, 2H, J=6.8), 3.39 (s, 3H), 3.71 (s, 3H), 3.94 (m, 1H), 4.41 (m, 1H), 6.21 (d, 2H, J=1.4), 6.39 (s, 1H), 7.01 (s, 1H), 7.39 (s, 1H), 7.64 (s, 1H), 9.11 (s, 1H); 13C NMR (CDCl3) 11.6, 46.9, 47.8, 51.1, 55.7, 56.1, 82.9, 96.9, 102.9, 105.5, 110.9, 122.1, 122.9, 133.0, 136.5, 144.9, 148.3, 150.1, 150.9, 151.7, 152.3, 169.8; HRMS calcd for C24H27O5N41H: 579.1105; found: 579.1105.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 61203-48-3, its application will become more common.

Reference:
Patent; GENZYME CORPORATION; TEICHER, Beverly A.; SCHMID, Steven M.; WO2012/15875; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 63131-30-6

General procedure: To a degassed mixture of PhI=NTs (0.6 mmol, 224 mg) and powdered 4 A molecular sieves (240 mg)was added dichloromethane (1 mL). The reaction was then cooled to 0 oC and solution oftrifluoroacetic acid (0.05 mmol, 3.83 muL) in dichloromethane (1 mL) was added. Successively, 1,3-dicarbonyl compounds (0.5 mmol) was added and the reactions was monitored by TLC. Uponcompletion, the reaction was filtered, washed with EtOAc and concentrated under reduced pressure toafford the crude mixture. The latter was then purified by flash chromatography (1:4 EtOAc/n-Hex aseluent) to furnish the title compound.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 63131-30-6.

Reference:
Article; Tejo, Ciputra; Yeo, Hui Quan; Chan, Philip Wai Hong; Synlett; vol. 25; 2; (2014); p. 201 – 204;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

608-28-6, name is 2-Iodo-1,3-dimethylbenzene, 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. Recommanded Product: 608-28-6

General procedure: A 20mL scintillation vial was charged with a Teflon stir bar, copper complex (0.1mmol), 76 potassium carbonate (0.75mmol), aryl iodide (0.5mmol), 77 phenylacetylene (0.75mmol) in 5mL non-anhydrous DMF in air. The vial was sealed and placed in an oil bath with pre-adjusted temperature at 135-140C. After the allowed time, the reaction mixture was cooled down, diluted with 25-30mL ethyl acetate, and filtered through a pad of silica gel. The solvent was then removed under vacuum and the residue was purified by column chromatography using mixtures of hexane and ethyl acetate to obtain analytically pure product.

The synthetic route of 608-28-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Domyati, Doaa; Latifi, Reza; Tahsini, Laleh; Journal of Organometallic Chemistry; vol. 860; (2018); p. 98 – 105;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 216393-67-8, 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. 216393-67-8 name is 4-Chloro-2-fluoro-6-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.

Step 2: synthesis of 4-chloro-2-fluoro-6-iodo-N- [2- (methylsulfonyl)ethyl] aniline A mixture of 4-chloro-2-fluoro-6-iodoaniline (0.5 g, 1.8 mmol), vinylmethylsulfone (0.2 g, 1.8mmol), Cs2CO3 (1.17 g, 3.6 mmol) and DMF (15 mL) was heated with stirring at 50Covernight. The resulting mixture was poured into water and then extracted with EA (50 mL x 3). The combined organic phases were dried over Na2504 and then concentrated. The residue was purified by column chromatography (EtOAc : PE = 1: 40) to give 4-chloro-2-fluoro-6-iodo-N- [2- (methylsulfonyl)ethyl] aniline (0.42 g, yield: 61%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-fluoro-6-iodoaniline, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FENG, Song; GAO, Lu; HONG, Di; WANG, Lisha; YUN, Hongying; ZHAO, Shu-Hai; WO2014/9302; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 167479-01-8,Some common heterocyclic compound, 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, molecular formula is C8H16INO2, 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.

To the solution of 5-methoxy-1H-benzo[djimidazole-2-thiol (1.06 g, 5.9 mmol)in DMF (8 ml) at 0 C was added sodium bicarbonate (0.49 g, 5.9 mmol), and a solution of tert-butyl (3-iodopropyl)-carbamate (1.7 g, 5.9 mmol) in DMF (6 mL) dropwise. The resulting solution was stirred at 0 C overnight. The mixture was partitioned bewteen EtOAc and saturated NaHCO3. The organic phase was washed with saturated NaHCO3 three times, dried over Na2SO4, concentrated and the residue was purified on silica gel columnusing EtOAc/hexane as eluting solvents to give tert-butyl (3-((5-methoxy-1H- benzo[dj imidazol-2-yl)thio)propyl)carbamate. LC /MS: (M+ 1 ): 338.6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (3-iodopropyl)carbamate, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Weiguo; DING, Fa-Xiang; SUN, Wanying; DEJESUS, Reynalda, Keh; TANG, Haifeng; HUANG, Xianhai; JIAN, Jinlong; GUO, Yan; WANG, Hongwu; (181 pag.)WO2017/155765; (2017); 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. 640280-28-0, name is 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., name: 1-Bromo-2-iodo-4-(trifluoromethyl)benzene

To the N2 purged solution of TEA (10 ml) and DMF (10 ml) was added but-3-yn-1-ol (0.75 g, 10.69 mmol), 1-bromo-2-iodo-4-(trifluoromethyl)benzene (2.5g, 7.12 mmol), copper(I) iodide (0.27g, 1.425 mmol), bis(triphenylphosphine)palladium(II) chloride (0. 50g, 0.712 mmol) at room temperature and stirred further for 15 mm. After completionof reaction as indicated by TLC, reaction mass was poured in to water and extracted with ethyl acetate. The combined organic layer was dried over Na2SO4, conc under reduced pressure and purified by column chromatography to obtain title compound (1 .4g, 67%). LCMS (ESI): m/z 292.96(M+H)t

The synthetic route of 640280-28-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LUPIN LIMITED; RAMDAS, Vidya; LORIYA, Rajeshkumar, Maganlal; BANERJEE, Moloy; PATIL, Pradeep, Rangrao; JOSHI, Advait, Arun; DATRANGE, Laxmikant, Shamlal; WALKE, Deepak, Sahebrao; KHAN, Talha, Hussain; DAS, Amit, Kumar; GOTE, Ganesh, Navinchandra; KALHAPURE, Vaibhav, Madhukar; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; (234 pag.)WO2017/37682; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com