Ethanol → N-[(3,4,4-trifluoro-3-butenyl)amino]oxoacetic acid, hydrazide

HRID 861560Notes

Reaction equation

HRID 861560 reaction equation
O=[C:2]([NH:9]C(=O)C(OC)=O)[CH2:3][C:4]([F:8])=[C:5]([F:7])[F:6].[OH2:16].[NH2:17][NH2:18].[CH2:19]([OH:21])[CH3:20]>>[F:8][C:4](=[C:5]([F:6])[F:7])[CH2:3][CH2:2][NH:9][N:17]([C:20](=[O:16])[CH:19]=[O:21])[NH2:18]

Participants

4

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 86748464Oxo[(3,4,4-trifluoro-3-butenyl)amino]oxoacetic acid, methyl ester

Product 1

HCID 86748463N-[(3,4,4-trifluoro-3-butenyl)amino]oxoacetic acid, hydrazideYield 60%

Procedure

A solution of Compound 142 (4.22 g, 0.02 mole) in absolute ethanol (50 mL) is treated with hydrazine monohydrate (1.6 g, 0.032 mole) with stirring. The precipitate is filtered, washed with ethanol and dried to give 2.54 g of the title compound as a white solid, a 60% yield. m.p. 145°-200° C.

Workup

  1. filtrationThe precipitate is filtered
  2. washwashed with ethanol
  3. customdried

Sources & evidence

ORD record
ord-f6e5001c699a41038181cb67794af264
Source dataset
uspto-grants-1998_02
Patent number
US05714517

Reaction notes

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