Hydrazine hydrate (1:1) → 2-(4-Morpholinyl)acetohydrazide

HRID 1786189Notes

Reaction equation

HRID 1786189 reaction equation
C[O:2][C:3](=O)[CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1.O.[NH2:13][NH2:14]>C(O)CCC>[N:5]1([CH2:4][C:3]([NH:13][NH2:14])=[O:2])[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 1268178Methyl Morpholinoacetate

Product 1

HCID 3516352-(4-Morpholinyl)acetohydrazideYield 68%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

As described for example 112a, morpholin-4-yl-acetic acid methyl ester in butanol was reacted with hydrazine hydrate (1.2 equivalents) at 100° C. for 1 h. Evaporation of all volatiles and crystallization from n-butanol/toluene afforded the title compound as a white solid (yield: 68%). 1H-NMR (300 MHz, DMSO): δ=2.40 (m, 4H), 2.90 (s, 2H), 3.57 (m, 4H), 4.24 (s, 2H), 8.91 (s, 1H).

Workup

  1. customEvaporation of all volatiles and crystallization from n-butanol/toluene

Sources & evidence

ORD record
ord-156099e39bfa4256ba89fb82a1ddee4f
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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