Hydrazine → 2-n-Butyl-4-(5-methylsulfonyl-1,3,4-thiadiazol-2-yl)semicarbazide

HRID 435907Notes

Reaction equation

HRID 435907 reaction equation
[CH2:1]([NH:5][NH2:6])[CH2:2][CH2:3][CH3:4].[CH3:7][S:8]([C:11]1[S:15][C:14]([N:16]=[C:17]=[O:18])=[N:13][N:12]=1)(=[O:10])=[O:9].NN>C(Cl)Cl>[CH2:1]([N:5]([C:17]([NH:16][C:14]1[S:15][C:11]([S:8]([CH3:7])(=[O:10])=[O:9])=[N:12][N:13]=1)=[O:18])[NH2:6])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 9321HydrazineHCID 77064ButylhydrazineHCID 542537365-Methylsulfonyl-1,3,4-thiadiazol-2-yl isocyanate

Product 1

HCID 214546252-n-Butyl-4-(5-methylsulfonyl-1,3,4-thiadiazol-2-yl)semicarbazide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of n-butylhydrazine (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-Methylsulfonyl-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-n-butyl-4-(5-methylsulfonyl-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-b3df16c51b864126ad4eb3a009ca7ce9
Source dataset
uspto-grants-1977_02
Patent number
US04007031

Reaction notes

Loading…