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

HRID 2210208Notes

Reaction equation

HRID 2210208 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-9af6be96a101492686727e95eb69608a
Source dataset
uspto-grants-1995_10
Patent number
US05457134

Reaction notes

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