Diethylcarbamoyl chloride → 1-Diethylcarbamoyl-3-diallylsulphamoyl-1,2,4-triazole

HRID 26116

Reaction equation

HRID 26116 reaction equation
[CH2:1]([N:4]([CH2:13][CH:14]=[CH2:15])[S:5]([C:8]1[N:12]=[CH:11][NH:10][N:9]=1)(=[O:7])=[O:6])[CH:2]=[CH2:3].[CH2:16]([N:18]([CH2:22][CH3:23])[C:19](Cl)=[O:20])[CH3:17].C(N(CC)CC)C>O1CCCC1>[CH2:16]([N:18]([CH2:22][CH3:23])[C:19]([N:10]1[CH:11]=[N:12][C:8]([S:5](=[O:7])(=[O:6])[N:4]([CH2:1][CH:2]=[CH2:3])[CH2:13][CH:14]=[CH2:15])=[N:9]1)=[O:20])[CH3:17]

Participants

5

Reactant 3

HCID 6916Diethylcarbamoyl chlorideHCID 8471TriethylamineHCID 178457344HCID 178457344, compound

Product 1

HCID 213242681-Diethylcarbamoyl-3-diallylsulphamoyl-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 6.9 g. 3-diallylsulphamoyl-1,2,4-triazole, 4.5 g. diethylcarbamoyl chloride, 6ml. triethylamine and 25 ml. dry tetrahydrofuran was refluxed under anhydrous conditions for 1.5 hours. The cooled reaction mixture was filtered to remove triethylamine hydrochloride and the filtrate was evaporated to remove solvent. The solid residue was recrystallized from petroleum ether, b.p. 60°-80° C., to give 1-diethylcarbamoyl-3-diallylsulphamoyl-1,2,4-triazole, m.p. 49°-51° C. Elemental analysis satisfactory.

Workup

  1. additionA mixture of 6.9 g
  2. customThe cooled reaction mixture
  3. filtrationwas filtered
  4. customto remove triethylamine hydrochloride
  5. customthe filtrate was evaporated
  6. customto remove solvent
  7. customThe solid residue was recrystallized from petroleum ether, b.p. 60°-80° C.

Sources & evidence

ORD record
ord-4267794288414405abf990af1d5262c8
Source dataset
uspto-grants-1979_04
Patent number
US04148626

Linked notes

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