Tetrahydrofuran → HCID 20355097, compound

HRID 371575Notes

Reaction equation

HRID 371575 reaction equation
[CH3:1][S:2]([C:5]1[N:9]=[CH:8][NH:7][N:6]=1)(=[O:4])=[O:3].[CH2:10]([N:13]([CH2:17][CH:18]=[CH2:19])[C:14](Cl)=[O:15])[CH:11]=[CH2:12].O1CCCC1>C(N(CC)CC)C>[CH2:10]([N:13]([CH2:17][CH:18]=[CH2:19])[C:14]([N:7]1[CH:8]=[N:9][C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[N:6]1)=[O:15])[CH:11]=[CH2:12]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 3449313Diallylcarbamyl chlorideHCID 178504852HCID 178504852, compound

Product 1

HCID 20355097HCID 20355097, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 4.1 g. 3-methylsulphonyl-1,2,4-triazole, 4.75 g. diallylcarbamoyl chloride, 20 ml. dry tetrahydrofuran and 5.5 ml. dry triethylamine was refluxed under anhydrous conditions for 1 hour. The reaction mixture was filtered and the filtrate was distilled to dryness under reduced pressure. The solid residue was recrystallized from a mixture of toluene and petroleum ether (b.p. 40° - 60° C.) to give 1-diallylcarbamoyl-3-methylsulphonyl-1,2,4-triazole, m.p. 52° - 54° C. Elemental analysis satisfactory.

Workup

  1. additionA mixture of 4.1 g
  2. filtrationThe reaction mixture was filtered
  3. distillationthe filtrate was distilled to dryness under reduced pressure
  4. customThe solid residue was recrystallized from a mixture of toluene and petroleum ether (b.p. 40° - 60° C.)

Sources & evidence

ORD record
ord-482250817c004e739ca01734b93e2ee4
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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