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

HRID 54739Notes

Reaction equation

HRID 54739 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-ed9ce179bce04f43bee0a0371ac6dae1
Source dataset
uspto-grants-1997_04
Patent number
US05623084

Reaction notes

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