Hydrazine → N-(5-Methoxy-1,3,4-thiadiazol-2-yl)-1-propylhydrazine-1-carboxamide

HRID 435901

Reaction equation

HRID 435901 reaction equation
[CH2:1]([NH:4][NH2:5])[CH2:2][CH3:3].[CH3:6][O:7][C:8]1[S:12][C:11]([N:13]=[C:14]=[O:15])=[N:10][N:9]=1.NN>C(Cl)Cl>[CH2:1]([N:4]([C:14]([NH:13][C:11]1[S:12][C:8]([O:7][CH3:6])=[N:9][N:10]=1)=[O:15])[NH2:5])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 9321HydrazineHCID 42007Hydrazine, propyl-HCID 451234665-Methoxy-1,3,4-thiadiazol-2-yl isocyanate

Product 1

HCID 21454627N-(5-Methoxy-1,3,4-thiadiazol-2-yl)-1-propylhydrazine-1-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of propylhydrazine (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-Methoxy-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-propyl-4-(5-methoxy-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-5278aac87e224c37aed868ec31f8f32f
Source dataset
uspto-grants-1977_02
Patent number
US04007031

Linked notes

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