Hydrazine hydrate (1:1) → HCID 86711954, compound

HRID 1475262Notes

Reaction equation

HRID 1475262 reaction equation
[F:1][C:2]([F:20])([F:19])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:14]=[C:13]([C:15](OC)=[O:16])[O:12][N:11]=2)=[CH:6][CH:5]=1.[NH2:21][NH2:22].O>CCO>[F:1][C:2]([F:20])([F:19])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:14]=[C:13]([C:15]([NH:21][NH2:22])=[O:16])[O:12][N:11]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86711952HCID 86711952, compound

Product 1

HCID 86711954HCID 86711954, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 3-(4-(trifluoromethoxy)phenyl)isoxazole-5-carboxylate (3.0 g, 10.5 mmol) in EtOH (80 mL) was added NH2NH2.H2O (3.3 mL, 52.3 mmol). The resulting mixture was stirred at RT for 16 h and then concentrated under reduced pressure. The residue was crystallized from CHCl3 and petroleum ether to afford the title compound (2.7 g, 90%). MS (ES+) C11H8F3N3O3 requires: 287. found: 288 [M+H]+.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was crystallized from CHCl3 and petroleum ether

Sources & evidence

ORD record
ord-54f5c3e5ae5045729f75d7c59c70ae0b
Source dataset
uspto-grants-2015_04
Patent number
US09018380B2

Reaction notes

Loading…