Hydrazine hydrate (1:1) → HCID 13167827, compound

HRID 2211175

Reaction equation

HRID 2211175 reaction equation
O.[NH2:2][NH2:3].[F:4][C:5]([F:24])([F:23])[C:6]1[CH:7]=[C:8]([NH:12][C:13]2[CH:22]=[CH:21][CH:20]=[CH:19][C:14]=2[C:15](OC)=[O:16])[CH:9]=[CH:10][CH:11]=1>CO>[F:4][C:5]([F:24])([F:23])[C:6]1[CH:7]=[C:8]([NH:12][C:13]2[CH:22]=[CH:21][CH:20]=[CH:19][C:14]=2[C:15]([NH:2][NH2:3])=[O:16])[CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 200813Methyl 2-[[3-(trifluoromethyl)phenyl]amino]benzoate

Product 1

HCID 13167827HCID 13167827, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Hydrazine hydrate (14 ml) is added dropwise to a solution of methyl 2-[(3-trifluoromethylphenyl)amino]-benzoate (1.463 g, 4.95 mmol) in 70 ml of methanol. The reaction solution is heated at 60° C. under an inert atmosphere for two hours and then concentrated in vacuo and chromatographed, eluting with ethyl acetate and hexane (1:1), providing 763.0 mg (52%) of a white solid, mp 134°-135° C.

Workup

  1. concentrationconcentrated in vacuo
  2. customchromatographed
  3. washeluting with ethyl acetate and hexane (1:1)

Sources & evidence

ORD record
ord-ec0817b0d4fe4fb1959084b2d4b65fbf
Source dataset
uspto-grants-1995_10
Patent number
US05462952

Linked notes

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