Triethylamine → 1-(N-allyl-N-ethylcarbamoyl)-3-ethylsulphinyl-1,2,4-triazole

HRID 371593Notes

Reaction equation

HRID 371593 reaction equation
[CH2:1]([S:3]([C:5]1[N:9]=[CH:8][NH:7][N:6]=1)=[O:4])[CH3:2].[CH2:10]([N:13]([CH2:17][CH3:18])[C:14](Cl)=[O:15])[CH:11]=[CH2:12].C(N(CC)CC)C>O1CCCC1>[CH2:10]([N:13]([CH2:17][CH3:18])[C:14]([N:7]1[CH:8]=[N:9][C:5]([S:3]([CH2:1][CH3:2])=[O:4])=[N:6]1)=[O:15])[CH:11]=[CH2:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20290241N-allyl-N-ethylcarbamoyl chlorideHCID 178477619HCID 178477619, compound

Product 1

HCID 203550581-(N-allyl-N-ethylcarbamoyl)-3-ethylsulphinyl-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 7.25 g. 3-ethylsulphinyl-1,2,4-triazole, 7.8 g. N-allyl-N-ethylcarbamoyl chloride, 7.5 ml. dry triethylamine and 100 ml. dry tetrahydrofuran was refluxed under anhydrous conditions for 4 hours. The cooled reaction mixture was filtered and the filtrate distilled under reduced pressure to give 1-(N-allyl-N-ethylcarbamoyl)-3-ethylsulphinyl-1,2,4-triazole as a residual oil, nD25 1.5328.

Workup

  1. additionA mixture of 7.25 g
  2. customThe cooled reaction mixture
  3. filtrationwas filtered
  4. distillationthe filtrate distilled under reduced pressure

Sources & evidence

ORD record
ord-705e3b3386fc463b8030e221cdc7f882
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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