Hydrazine hydrate (1:1) → 4-(2-Acetamidoethyl)-thiosemicarbazide

HRID 1660324Notes

Reaction equation

HRID 1660324 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][NH:7][C:8](=[S:11])SC)(=[O:3])[CH3:2].O.[NH2:13][NH2:14]>C(O)C>[C:1]([NH:4][CH2:5][CH2:6][NH:7][C:8](=[S:11])[NH:13][NH2:14])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 20501582Methyl 2-acetamidoethyldithiocarbamate

Product 1

HCID 205015834-(2-Acetamidoethyl)-thiosemicarbazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
4 °C

Procedure

A solution of methyl N-(2-acetamidoethyl)-dithiocarbamate (57.7 g) and hydrazine hydrate (14.6 cc) in absolute ethanol (300 cc) is heated under reflux for 2 hours. The mixture is then cooled to 4° C. and is filtered, and the insoluble matter is dried at 30° C. under 0.05 mm Hg. 4-(2-Acetamidoethyl)-thiosemicarbazide (39.5 g) is obtained in the form of white crystals (instantaneous m.p. [Kofler]=171° C.).

Workup

  1. temperatureunder reflux for 2 hours
  2. filtrationis filtered
  3. customthe insoluble matter is dried at 30° C. under 0.05 mm Hg

Sources & evidence

ORD record
ord-bb6444a5c831430691654fbfbe9d5220
Source dataset
uspto-grants-1981_12
Patent number
US04307116

Reaction notes

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