New downstream synthetic route of 4,5,6,7-Tetrachloro-2-hydroxyisoindoline-1,3-dione

The chemical industry reduces the impact on the environment during synthesis 4,5,6,7-Tetrachloro-2-hydroxyisoindoline-1,3-dione. I believe this compound will play a more active role in future production and life.

Related Products of 85342-65-0, 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. 85342-65-0, name is 4,5,6,7-Tetrachloro-2-hydroxyisoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A screw-capped culture tube with a stir bar was charged with alkyl carboxylic acid (0.2 mmol), /V-hydroxyphthalimide or tetrachloro-/V-hydroxyphthalimide (0.2 mmol, 1 .0 equiv) and Lambda/,Lambda/’-dicyclohexylcarbodiimide (0.2 mmol, 1 .0 equiv). The tube was then evacuated and backfilled with argon for three times. CH2CI2 (2.0 mL) was added and the resulting mixture was stirred at room temperature for 2 h before the volatiles were removed in vacuo. MgBr2 – OEt2 (77 mg, 0.3 mmol, 1 .5 equiv) was added. The tube was evacuated and backfilled with argon for three times. Suspension A (0.8 mL, NiCI2 – 6H20 (10 mol%)/L1 (13 mol%) in THF) or suspension C (0.8 mL, NiCI2 – 6H20 (10 mol%)/L2 (13 mol%) was added. The mixture was stirred vigorously at room temperature for 15 min (or until no granular MgBr2 OEt2 was observed) and was subsequently cooled to 0 C before a suspension of [B2pin2Me]Li in THF (1 .1 mL) was added in one portion (note: do not add it dropwise). After being strred for 1 h, the reaction was warmed to room temperature and stirred for another 1 h. The reaction mixture was then quenched with 0.1 N HCI (10 mL) and extracted with Et20 (5 mLx2). The combined organic layers were dried over Na2S04, concentrated in vacuo and purified by column chromatography to give the desired product.

The chemical industry reduces the impact on the environment during synthesis 4,5,6,7-Tetrachloro-2-hydroxyisoindoline-1,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; BARAN, Phil; LI, Chao; WANG, Jie; CHATTERJEE, Arnab, Kumar; KUMAR, Manoj; YU, Shan; JOHNSON, Kristen, Ann; QIN, Tian; SHANG, Ming; (167 pag.)WO2018/175173; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem