Tetrahydrofuran → 1-Diallylcarbamoyl-3-n-butylthio-1,2,4-triazole

HRID 371561Notes

Reaction equation

HRID 371561 reaction equation
[CH2:1]([S:5][C:6]1[N:10]=[CH:9][NH:8][N:7]=1)[CH2:2][CH2:3][CH3:4].[CH2:11]([N:14]([CH2:18][CH:19]=[CH2:20])[C:15](Cl)=[O:16])[CH:12]=[CH2:13].O1CCCC1>C(N(CC)CC)C>[CH2:11]([N:14]([CH2:18][CH:19]=[CH2:20])[C:15]([N:8]1[CH:9]=[N:10][C:6]([S:5][CH2:1][CH2:2][CH2:3][CH3:4])=[N:7]1)=[O:16])[CH:12]=[CH2:13]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 3449313Diallylcarbamyl chlorideHCID 178454955HCID 178454955, compound

Product 1

HCID 203550011-Diallylcarbamoyl-3-n-butylthio-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 6.3 g. 3-n-butylthio-1,2,4-triazole, 6.8 g. diallylcarbamoyl chloride, 25 ml. tetrahydrofuran and 8 ml. dry triethylamine was refluxed under anhydrous conditions for 4 hours. The reaction mixture was worked up as described in Example 1 to produce an oil which was distilled under reduced pressure to give 1-diallylcarbamoyl-3-n-butylthio-1,2,4-triazole, b.p. 157° C./0.6 mm. (95.0% 1-isomer by GLC assay). Elemental analysis satisfactory.

Workup

  1. additionA mixture of 6.3 g
  2. customto produce an oil which
  3. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-f72ed614a6ec4cc489a23781373632c4
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

Loading…