Tetrahydrofuran → 1-Diallylcarbamoyl-3-propylsulphonyl-1,2,4-triazole

HRID 371563Notes

Reaction equation

HRID 371563 reaction equation
[CH2:1]([S:4]([C:7]1[N:11]=[CH:10][NH:9][N:8]=1)(=[O:6])=[O:5])[CH2:2][CH3:3].[CH2:12]([N:15]([CH2:19][CH:20]=[CH2:21])[C:16](Cl)=[O:17])[CH:13]=[CH2:14].O1CCCC1>C(N(CC)CC)C>[CH2:12]([N:15]([CH2:19][CH:20]=[CH2:21])[C:16]([N:9]1[CH:10]=[N:11][C:7]([S:4]([CH2:1][CH2:2][CH3:3])(=[O:6])=[O:5])=[N:8]1)=[O:17])[CH:13]=[CH2:14]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 3449313Diallylcarbamyl chlorideHCID 1784610153-Propylsulphonyl-1,2,4-triazole

Product 1

HCID 203549241-Diallylcarbamoyl-3-propylsulphonyl-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 5.25 g. 3-propylsulphonyl-1,2,4-triazole, 5.3 g. diallylcarbamoyl chloride, 25 ml. dry tetrahydrofuran and 6 ml. dry triethylamine was refluxed under anhydrous conditions for 1.5 hours. The reaction mixture was worked up as described in Example 1 to give a solid product which was recrystallized from petroleum ether (b.p. 60° - 80° C.) to give 1-diallylcarbamoyl-3-propylsulphonyl-1,2,4-triazole, m.p. 41° - 42° C. Elemental analysis satisfactory.

Workup

  1. additionA mixture of 5.25 g
  2. customto give a solid product which
  3. customwas recrystallized from petroleum ether (b.p. 60° - 80° C.)

Sources & evidence

ORD record
ord-f4059182b145416f9793a6b7892171d0
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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