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

HRID 371570Notes

Reaction equation

HRID 371570 reaction equation
[CH:1]([S:4]([C:7]1[N:11]=[CH:10][NH:9][N:8]=1)(=[O:6])=[O:5])([CH3:3])[CH3:2].[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]([CH:1]([CH3:3])[CH3:2])(=[O:6])=[O:5])=[N:8]1)=[O:17])[CH:13]=[CH2:14]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 3449313Diallylcarbamyl chlorideHCID 178461014HCID 178461014, compound

Product 1

HCID 203551321-Diallylcarbamoyl-3-isopropylsulphonyl-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 7.0 g. 3-isopropylsulphonyl-1,2,4-triazole, 7.0 ml. diallylcarbamoyl chloride, 25 ml. dry tetrahydrofuran and 8 ml. dry triethylamine was refluxed for 1 hour under anhydrous conditions. The reaction mixture was worked up as described in Example 1 to give 1-diallylcarbamoyl-3-isopropylsulphonyl-1,2,4-triazole as an oil which was heated under reduced pressure (100° C./0.5 mm.) for 1 hour to remove all traces of volatile material. Refractive index of product nD26 1.5158. Elemental analysis satisfactory.

Workup

  1. additionA mixture of 7.0 g

Sources & evidence

ORD record
ord-3ecac75819f34769b499d8b0869d11e9
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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