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

HRID 371569Notes

Reaction equation

HRID 371569 reaction equation
[CH2:1]([S:5]([C:8]1[N:12]=[CH:11][NH:10][N:9]=1)(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4].[CH2:13]([N:16]([CH2:20][CH:21]=[CH2:22])[C:17](Cl)=[O:18])[CH:14]=[CH2:15].O1CCCC1>C(N(CC)CC)C>[CH2:13]([N:16]([CH2:20][CH:21]=[CH2:22])[C:17]([N:10]1[CH:11]=[N:12][C:8]([S:5]([CH2:1][CH2:2][CH2:3][CH3:4])(=[O:6])=[O:7])=[N:9]1)=[O:18])[CH:14]=[CH2:15]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 3449313Diallylcarbamyl chlorideHCID 1784555953-Butylsulphonyl-1,2,4-triazole

Product 1

HCID 203549761-Diallylcarbamoyl-3-butylsulphonyl-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 5.7 g. 3-butylsulphonyl-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 1-diallylcarbamoyl-3-butylsulphonyl-1,2,4-triazole as an oil which was heated under reduced pressure (100° C./0.5 mm.) for 30 minutes to remove all traces of volatile material. Refractive index of product nD26 1.5132. Elemental analysis satisfactory.

Workup

  1. additionA mixture of 5.7 g

Sources & evidence

ORD record
ord-5b1d710ba0bc49a789e9ed4311dc6d58
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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