Hydrazine hydrate (1:1) → 2-Cyclopropyl-2-hydroxy-acetohydrazide

HRID 1786251Notes

Reaction equation

HRID 1786251 reaction equation
C[O:2][C:3](=O)[CH:4]([CH:6]1[CH2:8][CH2:7]1)[OH:5].O.[NH2:11][NH2:12]>CO>[CH:6]1([CH:4]([OH:5])[C:3]([NH:11][NH2:12])=[O:2])[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 11073449Methyl cyclopropyl(hydroxy)acetate

Product 1

HCID 675493972-Cyclopropyl-2-hydroxy-acetohydrazideYield 69%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described for example 112a, (rac.)-2-cyclopropyl-2-hydroxy-acetic acid methyl ester (Newall, Christopher Earle; Foxton, Michael Walter; Hartley, Charles David; Looker, Brian Edgar. Cephalosporin antibiotics. Eur. Pat. Appl. (1985), 57 pp) in methanol was reacted with hydrazine hydrate (1.0 equivalent) at rt for 76 h. All volatiles were evaporated and the residue was triturated with hexane to afford the title compound as a white solid (yield: 69%). MS: m/e=112.2 [M−H2O]+.

Workup

  1. customAll volatiles were evaporated
  2. customthe residue was triturated with hexane

Sources & evidence

ORD record
ord-108e5e87af074ab59bf196fe349f8eac
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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