Hydrazine hydrate (1:1) → HCID 86611794, compound

HRID 1786244Notes

Reaction equation

HRID 1786244 reaction equation
C([O:3][C:4](=O)[CH2:5][N:6]([CH:8]=[O:9])[CH3:7])C.O.[NH2:12][NH2:13]>C(O)C>[NH:12]([C:4]([CH2:5][N:6]([CH3:7])[CH:8]=[O:9])=[O:3])[NH2:13]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 222683Ethyl N-formyl-N-methylglycinate

Product 1

HCID 86611794HCID 86611794, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

As described for example 112a, (formyl-methyl-amino)-acetic acid ethyl ester (Hay, Michael P.; Wilson, William R.; Denny, William A. Tetrahedron (2000), 56(4), 645-657) in ethanol was reacted with hydrazine hydrate (1.2 equivalents) at rt for 96 h. The mixture was concentrated and chromatographed (SiO2, dichloromethane:methanol:aq.ammonia (25%)=100:0:0 to 50:10:1) to afford the title compound as a colorless oil (yield: 84%). MS: m/e=100.1 [M+H−N2H4]+.

Workup

  1. concentrationThe mixture was concentrated
  2. customchromatographed (SiO2, dichloromethane:methanol:aq.ammonia (25%)=100:0:0 to 50:10:1)

Sources & evidence

ORD record
ord-5d37ce23a0404f77a3e8c04498ec18a9
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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