Category: iodides-buliding-blocks

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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., 3032-81-3

To an oven dried 8 mL vial with teflon cap purged with N2 was added Zinc dust (298 mg, 4.56 mmol), DMF(1.5 mL), and iodine (57.8 mg, 0.228 mmol). To this mixture was added (R)-methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate (500 mg, 1.519 mmol), immediately followed by iodine (57.8 mg, 0.228 mmol).Pd2(dba)3 (69.6 mg, 0.076 mmol), 2-DICYCLOHEXYLPHOSPHINO-2?,6?-DIMETHOXYBIPHENYL(62.4 mg, 0.152 mmol), 1,3-dichloro-5-iodobenzene (622 mg, 2.279 mmol) and the reaction mixture wasallowed to stir at rt for 16 h. The crude mixture was diluted in EtOAc (30 mL) and DMF was removed withfour aqueous washes. The organic phase was dried over anhydrous sodium sulfate. The solution was filteredand concentrated, and the crude was purified by silica gel chromatography using 100percent hexanes to 30percentEtOAc/Hexanes. The desired product was obtained as a pale yellow oil, (S)-methyl 2-((tertbutoxycarbonyl)amino)-3-(3,5-dichlorophenyl)propanoate, 0.160 g yield in 77percent purity by LCMS analysis.Analysis LCMS condition F: Retention time=2.84 min; ESI-MS(+) m/z 348.1 (M+H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Bristol-Myers Squibb Company; Miller, Michael Matthew; Mapelli, Claudio; Allen, Martin Patrick; Bowsher, Michael S.; Boy, Kenneth M.; Gillis, Eric P.; Langley, David R.; Mull, Eric; Poirier, Maude A.; Sanghvi, Nishith; Sun, Li-Qiang; Tenney, Daniel J.; Yeung, Kap-Sun; Zhu, Juliang; Reid, Patrick C.; Scola, Paul Michael; (892 pag.)US9308236; (2016); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

628-21-7, Adding a certain compound to certain chemical reactions, such as: 628-21-7, name is 1,4-Diiodobutane, 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 628-21-7.

Into a 100 ml flask to which a condensing device was connected, 50 ml of acetonitrile, 15.5 g (0.05 mol) of 1,4-diiodobutane and 6.8 g of aqueous ammonia (NH3 0.1 mol) were added. 20C constant temperature stirring reaction 12h. The obtained reaction solution was subjected to cation chromatography. According to the product content in the reaction solution. The yield was calculated to be 85.35%.

According to the analysis of related databases, 628-21-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Changshu Institute Co., Ltd., East China University of Science and Technology; East China University of Science and Technology; Guan, Shiyou; Feng, Lei; Xiong, Yachao; Yan, Xinzhu; (16 pag.)CN105732645; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2401-21-0, name is 1,2-Dichloro-3-iodobenzene, 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. 2401-21-0

EXAMPLE 48 Benzyl 3-chloro-trans-6-(1-hydroxyethyl)-7-oxo-3-phenylsulphinyl-1-azabicyclo[3.2.0]heptane-2-carboxylate STR90 The 2:1 mixture of diastereoisomers of benzyl trans-6-(1-hydroxyethyl)-7-oxo-3-phenylthio-1-azabicyclo[3.2.0]heptane-2alpha-carboxylate (99) and (100) (0.047 g) was dissolved in chloroform (4 ml) and stirred in an ice bath under argon. It was treated with water (0.005 g), pyridine (0.038 g) and then iodobenzene dichloride (0.097 g). After a period of 2 hours the solution was concentrated and applied to a column of silica gel 60 (<230 mesh). Elution with ethyl acetate/60¡ã-80¡ã petroleum ether 7:3 gave benzyl 3-chloro-trans-6-(1-hydroxyethyl)-7-oxo-3-phenylsulphinyl-1-azabicyclo[3.2.0]heptane-2-carboxylate (81) (0.015 g); m.p. 154¡ã-159¡ã (chloroform/60¡ã-80¡ã petroleum ether); numax (CHCl3) 3480, 2980, 1780, and 1745 cm-1; tau(CDCl3) 2.3-2.9 (10H, m, phenyls), 4.75 (H, s, benzyl CH2), 4.95 (1H, s, C2-H), 5.7-6.1 (2H, m, C5-H and C8-H), 6.58 (1H, dd J5 and 3 Hz, C6-H), 7.08 (1H, dd J 15 and 9 Hz, C4-H), 8.13 (1H, brs, OH), 8.23 (1H, brd J 15 Hz, C4-H) and 8.72 (3H, d J 6 Hz, CH3); (Found: C, 58.9; H, 4.7; N, 3.2percent. C22 H22 ClNO5 S requires C, 59.0; H, 5.0 and N, 3.1percent). Statistics shows that 2401-21-0 is playing an increasingly important role. we look forward to future research findings about 1,2-Dichloro-3-iodobenzene. Reference:
Patent; Beecham Group Limited; US4223038; (1980); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

77317-55-6, 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. 77317-55-6 name is Methyl 2-amino-5-iodobenzoate, 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: A mixture of substituted iodobenzene (2 mmol), (5-formylfuran-2-yl)boronic acid (420 mg, 3mmol, 1.5 equiv), Pd(Ph3P)2Cl2 (0.1 mmol, 0.05 equiv, 70 mg) and potassium carbonate (6 mmol,3 equiv, 828 mg) in dioxone/H2O (6 mL/2 mL) was stirred at 100 C under argon atmosphereuntil the starting material was consumed (typically 20 h). The reaction mixture was then diluted with 25 mL of saturated brine. The mixture was then extracted with EtOAc (25 mL ¡Á 2), and the organic layers were combined, dried over Na2SO4. The concentrated crude product was purifie dby column chromatography to afford c2a-e. The second step is the same as procedure A.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-amino-5-iodobenzoate, and friends who are interested can also refer to it.

Reference:
Article; Liang, Dongdong; Robinson, Elizabeth; Hom, Kellie; Yu, Wenbo; Nguyen, Nam; Li, Yue; Zong, Qianshou; Wilks, Angela; Xue, Fengtian; Bioorganic and Medicinal Chemistry Letters; vol. 28; 6; (2018); p. 1024 – 1029;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

1643-29-4, 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. 1643-29-4 name is 3-(4-Iodophenyl)propanoic acid, 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.

In the l00mL hydrothermal synthesis reactor,Add sodium hydroxide (3 mmol), water (5 mL), stir and dissolve,Adding iodinePhenylpropionic acid(0.5 mmol), cuprous oxide (0.05 mmol),White lignan (0.05 mmol), the reaction was stirred at 100 C for 6 hours.After cooling, the pH was adjusted to 2 with dilute hydrochloric acid and extracted with ethyl acetate.The extract was concentrated and subjected to column chromatography to obtain p-hydroxyphenylpropionic acid, 65.6 mg.The yield was 79%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(4-Iodophenyl)propanoic acid, and friends who are interested can also refer to it.

Reference:
Patent; Shenyang Pharmaceutical University; Yunnan Tropical Crop Science Institute; Chen Guoliang; Wu Ying; Bao Xuefei; Li Guohua; Liang Xinjie; Jiang Shikuan; Zhou Qifan; Du Fangyu; (11 pag.)CN109970542; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

82998-57-0,Some common heterocyclic compound, 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, molecular formula is C8H7IO2, 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.

3-Iodo-4-methyl benzoic acid (200 mg, 0.763 mmol) and thionyl chloride (4.5 mL, 612 mmol) were heated to 80 C. in a round-bottom flask equipped with a reflux condenser for 1 hr. After cooling to room temperature, the reaction mixture was concentrated on the rotary evaporator and then high vacuum for 10 minutes. The residue was dissolved in CH2Cl2 -(7.6 mL), and then the flask was charged with triethylamine (0.21 mL, 1.53 mmol) and 4-fluoro-3-(trifluoromethyl)benzenamine (0.916 mmol, 0.118 mL). The reaction mixture was allowed to stir at room temperature for 4 hrs. Upon completion, the reaction mixture was concentrated in vacuo. The residue was purified by automated chromatography (100% CH2Cl2) to yield N-(4-fluoro-3-(trifluoromethyl)phenyl)-3-iodo-4-methylbenzamide. MS m/z=421 [M-2H]-, 422 [M-H]-. Calc’d for C15H10F4INO3: 423

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Iodo-4-methylbenzoic acid, its application will become more common.

Reference:
Patent; Amgen Inc.; US2007/54916; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical industry reduces the impact on the environment during synthesis 77317-55-6, name is Methyl 2-amino-5-iodobenzoate, I believe this compound will play a more active role in future production and life. 77317-55-6

Example 23 This example describes the synthesis of 2-iodo-9-trifluoromethyl-7,12-dihydro-indolo[3,2-d][1]benzazepin-6(5H)-one. A solution of methyl succinyl chloride (3011 mg, 20 mmol) in toluene (10 mL) was added dropwise by means of a dropping funnel to a mixture of 2-amino-5-iodobenzoic acid methyl ester (4156 mg, 15 mmol), pyridine (1.7 mL), and toluene (10 mL) with stirring and cooling. The resulting suspension was refluxed for 3 hours. After cooling to room temperature, water (15 mL) was added. The organic layer was separated and washed successively with 10% hydrochloric acid (5 mL) and 5% aqueous sodium carbonate solution (5 mL). Subsequently, the organic layer was dried over sodium sulfate and evaporated. The residue was crystallized from ethanol to yield 72% colorless crystals of precursor 5-iodo-2-[(4-methoxy-1,4-dioxobutyl)amino]-benzoic acid methyl ester, mp. 133 C.; ir (KBr): 3250 (NH), 1730/1720/1680 (C=O); 1H-nmr (DMSO-d6, 400 MHz): delta (ppm)=2.59-2.69 (m, AA’BB’, 4H, CH2-CH2), 3.60 (s, 3H, OCH3), 3.85 (s, 3H, OCH3), 7.91 (dd, 1H, 8.7/2.0 Hz), 7.99 (d, 1H, 8.7 Hz), 8.14 (d, 1H, 2.0 Hz), 10.53 (s, 1H, NH); 13C-nmr (DMSO-d6, 100.6 MHz): delta (ppm)=28.3, 31.4, 51.3, 52.5, 86.3, 120.1, 123.2, 138.3, 138.8, 141.9, 166.1, 170.1, 172.5; C13HI4INO5 (391.17); Calcd. C 39.9, H 3.6, N 3.6,1 32.4; Found C 39.9, H 3.7, N 3.6,1 32.4.

The chemical industry reduces the impact on the environment during synthesis 77317-55-6. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Zaharevitz, Daniel W.; Gussio, Rick P.; Jalluri, Ravi K.; Sausville, Edward A.; Kunick, Conrad; Meijer, Laurent; US2002/42412; (2002); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 629-09-4 name is 1,6-Diiodohexane, 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. 629-09-4

To a suspension of potassium 1,3-dioxoisoindolin-2-ide (5 g, 27 mmol) in DMF (250 mL) was added 1,6-diiodohexane (22.83 g, 67.5 mmol) dropwise and heated at 85 C for 2 h. The reaction mixture was monitored with LCMS. The reaction mixture was diluted with cold water and extracted with diethyl ether (2×300 mL), and the combined organic layer was washed with water (3×250 mL) and brine (250 mL). The organic layer dried over sodium sulfate and concentrated under reduced pressure to obtain a crude product which was purified by column chromatography with 10% EtOAc in hexane as eluent to afford 8.5 g of 2-(6- iodohexyl)isoindoline- 1 ,3-dione.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,6-Diiodohexane, and friends who are interested can also refer to it.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; MCCULLAGH, Emma; BERNALES, Sebastian; HUNG, David; (415 pag.)WO2017/19822; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

124700-41-0, 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. 124700-41-0, name is 2-Fluoro-5-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

PREPARATION 8 Ethyl 3-(2-fluoro-5-iodophenyl)-3-oxopropanoate To a stirred solution of 5.32 g of 2-fluoro-5-iodobenzoic acid from Preparation No. 7 in 20 mL of THF, under argon, is added 3.9 g of carbonyldiimidazole. In a separate flask, 2.8 mL of chlorotrimethylsilane is added to a mixture of 3.74 g of potassium ethyl malonate in 20 mL of acetonitrile. The mixture is stirred under argon for 18 h, then cooled to 0 C. for the dropwise addition of 6.6 mL of DBU. The mixture is stirred for 3 h at 0 C., then the solution of acyl imidazolide prepared above is added via cannula. After 2 hours, the mixture is partitioned between ether and excess dilute HCl, and the organic phase is washed with dilute HCl and brine and dried (MgSO4). Removal of the solvent under reduced pressure left a colorless oil, which is flash chromatographed on silica using 10% ethyl acetate in hexane to provide 5.07 g of the title compound as dense pinkish prisms. Physical properties as follows: 1H NMR (CDCl3) delta 1.34, 4.27, 5.82, 6.89, 7.7, 8.2 ppm; IR 1624, 1485, 1419, 1245, 1193, 1070, 1028, 813 cm-1.

The synthetic route of 124700-41-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pharmacia & Upjohn Company; US6248736; (2001); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, molecular formula is C6H3BrINO2, 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. 112671-42-8

(3) Add (100mmol) M2 to the reaction flask32.6g (100mmol) of 2-iodo-5-bromonitrobenzene,(1%) Pd (PPh3) 4,40g (300mmol) sodium carbonate,Toluene (800mL), ethanol (200mL)And water (200mL),Heated to reflux, reacted for 8h, the reaction was completed;The reaction solution was extracted with ethyl acetate, and the organic phase was concentrated.A yellow solid M3 was obtained;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 112671-42-8, its application will become more common.

Reference:
Patent; Yantai Xianhua Chemical Technology Co., Ltd.; Xing Qifeng; Feng Peichuan; Chen Yue; Hu Lingfeng; Chen Yili; (28 pag.)CN110698458; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com