Introduction of a new synthetic route about 22236-08-4

The synthetic route of 22236-08-4 has been constantly updated, and we look forward to future research findings.

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. 22236-08-4, name is 3-(Difluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 22236-08-4

Intermediate 37 rac-Allyl [ 1 – {N’-cyano-N- [3 -(difluoromethoxy)phenyl] carbamimidoyl }-3-(3 ,4-dichloroph( dihydro-l/7-pyrazol-4-yl]methylcarbamate To a stirred solution of w-difluoromethoxy aniline, 10.1 g (6.35 mmol) in anhydrous tetrahydrofuran (30 mL) at -60 C under a nitrogen atmosphere was added lithium diisopropylamide, 3.2 l. (6.35 mmol, 2 M in tetrahydrofuran) . The reaction mixture was stirred for 30 min at -60 C before adding rac- phenyl 4-{[(ailyioxy)carbonyl](methyl)amino}-N-cyano-3-(3,4-dichiorophenyl)-4,5-dihydro-lH- pyrazole- 1 -carboximidate (intermediate 36) 1.0 g (2.12 mmol), in tetrahydrofuran (10 mL). The reaction mixture was stirred for 30 min at -60C and 1 h at room temperature. The reaction mixture was quenchend with water, then poured into brine and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and the solvent evaporated. The residue was purified by column chromatography on a NH- silica phase (eluent: hexane/ethyl acetate) to yield rac-allyl [1-{Nu’- cyano-N-[3-(difluoromethoxy)phenyl]carbamimidoyl}-3-(3,4-dichlorophenyl)-4,5-dihydro-lH- pyrazol-4-yl]methylcarbamate, 875 mg (77%) as a beige oil. LCMS (method 2): R, = 1.36 min MS (ESI): [M + Hf = 536.8

The synthetic route of 22236-08-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; STELLFELD, Timo; MOWAT, Jeffrey Stuart; STRESEMANN, Carlo; HILLIG, Roman; KOeHR, Silke; STOeCKIGT, Detlef; WEISKE, Joerg; HARTUNG, Ingo; BARAK, Naomi; CHRIST, Clara; TER LAAK, Antonius; BADOCK, Volker; CRAMPTON, Rosemary Helen; STEFANUTI, Ian; (194 pag.)WO2016/166186; (2016); A1;,
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