Category: 180624-08-2

Application of 180624-08-2, 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. 180624-08-2, name is 4-Bromo-2-iodo-6-nitroaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of Intermediate 1A (4.5 g, 13.12 mmol) in EtOH (80 mL) was added concentrated HCl (5.47 mL, 65.6 mmol), followed by tin(II)chloride dihydrate (11.84 g, 52.5 mmol). The reaction mixture was stirred at 60C overnight. After cooled to room temperature, it was treated with an ice-cold 4.0 N NaOH (18 mL) and EtOAc/water. After stirring for 1 min, the white solid was removed by filtration. The filtrate was separated, the organic layer was collected, washed with brine and dried over sodium sulfate. After evaporation of solvent, the crude product was dissolved in a small amount of chloroform and charged to an 80 g silica gel cartridge which was eluted with 5% for 3 min, then a 12 min gradient from 5% to 50%; The desired fractions were combined and concentrated to give Intermediate 1B (3.3 g, 10.55 mmol, 80% yield) as a pale brown solid; 1H NMR (500 MHz, chloroform-d) delta 7.33(d, J=2.2 Hz, 1H), 6.83(d, J=1.9 Hz, 1H), 3.81(br s, 2H), 3.54(br s, 2H); LC-MS: method A, RT=1.82 min; MS (ESI) m/z: 312.8 and 313.8 (M+H)+;

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-Bromo-2-iodo-6-nitroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; ZHENG, Xiaofan; CHUPAK, Louis S.; (102 pag.)WO2017/19828; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 180624-08-2, 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. 180624-08-2, name is 4-Bromo-2-iodo-6-nitroaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of Intermediate 1A (4.5 g, 13.12 mmol) in EtOH (80 mL) was added concentrated HCl (5.47 mL, 65.6 mmol), followed by tin(II)chloride dihydrate (11.84 g, 52.5 mmol). The reaction mixture was stirred at 60C overnight. After cooled to room temperature, it was treated with an ice-cold 4.0 N NaOH (18 mL) and EtOAc/water. After stirring for 1 min, the white solid was removed by filtration. The filtrate was separated, the organic layer was collected, washed with brine and dried over sodium sulfate. After evaporation of solvent, the crude product was dissolved in a small amount of chloroform and charged to an 80 g silica gel cartridge which was eluted with 5% for 3 min, then a 12 min gradient from 5% to 50%; The desired fractions were combined and concentrated to give Intermediate 1B (3.3 g, 10.55 mmol, 80% yield) as a pale brown solid; 1H NMR (500 MHz, chloroform-d) delta 7.33(d, J=2.2 Hz, 1H), 6.83(d, J=1.9 Hz, 1H), 3.81(br s, 2H), 3.54(br s, 2H); LC-MS: method A, RT=1.82 min; MS (ESI) m/z: 312.8 and 313.8 (M+H)+;

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-Bromo-2-iodo-6-nitroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; ZHENG, Xiaofan; CHUPAK, Louis S.; (102 pag.)WO2017/19828; (2017); 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. 180624-08-2, name is 4-Bromo-2-iodo-6-nitroaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H4BrIN2O2

4-bromo-2-iodo-6-nitroaniline (150 mg, 0.44 mmol) and 3,5-Dimethylisoxazole-4-boronic acid pinacol ester (390 g, 1.75 mmol) was added to a solvent mixture of 1,2-dimethoxyethane (2 ml) and water (1 ml). To the above mixture were added PEPPSI-Ipr (30 mg, 0.04 mmol) and Cs2CO3 (0.86 g, 2.64 mmol). The reaction mixture was heated at 120 C. in microwave reactor for 2 hs. The reaction mixture was then diluted with EtOAc (100 ml), washed with bring (50 ml, 2 times). The organic solvent was evaporated and the residue was dissolved in DCM and purified with combi-flash column chromatography (product came out at 25% MeOH/DCM) to afford 2,4-bis(3,5-dimethylisoxazol-4-yl)-6-nitroaniline. C16H16N4O4. 329.2 (M+1)

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 180624-08-2.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Corkey, Britton Kenneth; Du, Jinfa; Elbel, Kristyna; Jiang, Robert H.; Kobayashi, Tetsuya; Lee, Rick; Martinez, Ruben; Metobo, Samuel E.; Mish, Michael; Munoz, Manuel; Shevick, Sophie; Sperandio, David; Yang, Hai; Zablocki, Jeff; US2014/336190; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 180624-08-2, 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. 180624-08-2, name is 4-Bromo-2-iodo-6-nitroaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-Bromo-5-iodonitrobenzene.4-bromo-2-iodo-6-nitroaniline (5 g, 0.0145 mol) was added in portions to stirred concentrated sulfuric acid (60 ml) keeping the temperature at 0-50C. After stirring in the cold for 1 h, sodium nitrite (2.3 g, 0.0326 mol) was added and the reaction mixture stirred in the cold for a further 2 h. The reaction mixture was then poured into ice (250 ml). The resultant mixture was added, in portions, to a boiling solution of copper (II) sulfate (0.36 g, 0.00145 mol) in ethanol (150 ml) and boiled for a further 2 h. The reaction mixture was cooled to ambient temperature and extracted with ethyl acetate (300 ml) which was washed with saturated sodium hydrogen carbonate solution (250 ml) and dried (MgSO4). The solvent was removed in vacuo to give 3- Bromo-5-iodonitrobenzene as a yellow solid (4.21 g, 88 %) which was used without further purification. 1H NMR (400MHz,delta,CDCI3): 8.18(1 H,s), 8.34(1 H,s), 8.50(1 H,s)

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-Bromo-2-iodo-6-nitroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROLYSIS LTD.; WO2007/148093; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com