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

HRID 864086Notes

Reaction equation

HRID 864086 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-d86595f342224bebb5d4c0c1157ebc3e
Source dataset
uspto-grants-1996_10
Patent number
US05561162

Reaction notes

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