Hydrazine → 1-Ethyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)hydrazine-1-carboxamide

HRID 1579473Notes

Reaction equation

HRID 1579473 reaction equation
[CH2:1]([NH:3][NH2:4])[CH3:2].[CH3:5][C:6]1[S:10][C:9]([N:11]=[C:12]=[O:13])=[N:8][N:7]=1.NN>C(Cl)Cl>[CH2:1]([N:3]([C:12]([NH:11][C:9]1[S:10][C:6]([CH3:5])=[N:7][N:8]=1)=[O:13])[NH2:4])[CH3:2]

Participants

5

Reactant 3

HCID 9321HydrazineHCID 29062EthylhydrazineHCID 542820282-Isocyanato-5-methyl-1,3,4-thiadiazole

Product 1

HCID 214546481-Ethyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)hydrazine-1-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of ethylhydrazine (0.3 mole) in methylene chloride (150 ml) is charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. 5-Methyl-1,3,4-thiadiazol-2-yl isocyanate dimer (0.1 mole) is then added, with stirring, at room temperature. After the addition is completed the reaction mixture is heated at reflux for a period of about 4 hours. After this time the reaction mixture is stripped of solvent and excess hydrazine to yield the desired product 2-ethyl-4-(5-methyl-1,3,4-thiadiazol-2-yl)semicarbazide as the residue.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. additionAfter the addition
  4. temperatureis heated
  5. temperatureat reflux for a period of about 4 hours

Sources & evidence

ORD record
ord-a643d4bb84f043a8b79bd6dccb4b773c
Source dataset
uspto-grants-1976_01
Patent number
US03931209

Reaction notes

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