Hydrazine → HCID 178514425, compound

HRID 1795106Notes

Reaction equation

HRID 1795106 reaction equation
Cl.C[O:3][C:4](=O)[CH2:5][C:6]1[N:7]=[CH:8][NH:9][CH:10]=1.C(N(CC)C(C)C)(C)C.[NH2:21][NH2:22]>C(O)C>[NH:9]1[CH:10]=[C:6]([CH2:5][C:4]([NH:21][NH2:22])=[O:3])[N:7]=[CH:8]1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 81531DiisopropylethylamineHCID 178499561HCID 178499561, compound

Product 1

HCID 178514425HCID 178514425, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 4-imidazoleacetic acid methyl ester hydrochloride (3.95 g, 22.4 mmol) in ethanol (150 ml) is added N,N-diisopropylethylamine (2.90 g, 16.6 mmol) and hydrazine (1.79 g, 36 mmol). The solution is refluxed at 70° C. overnight. The solution is concentrated and recrystallized from methanol to give 4-imidazoleacetic acid hydrazide as a white solid. The yield is 2.46 g, 78%.

Workup

  1. concentrationThe solution is concentrated
  2. customrecrystallized from methanol

Sources & evidence

ORD record
ord-159ec25e35cc46d8bb7781458ec342b9
Source dataset
uspto-grants-2006_04
Patent number
US07026339B2

Reaction notes

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