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

HRID 371594Notes

Reaction equation

HRID 371594 reaction equation
[CH2:1]([S:3]([C:6]1[N:10]=[CH:9][NH:8][N:7]=1)(=[O:5])=[O:4])[CH3:2].[CH2:11]([N:14]([CH2:18][CH3:19])[C:15](Cl)=[O:16])[CH:12]=[CH2:13].C(N(CC)CC)C>O1CCCC1>[CH2:11]([N:14]([CH2:18][CH3:19])[C:15]([N:8]1[CH:9]=[N:10][C:6]([S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])=[N:7]1)=[O:16])[CH:12]=[CH2:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20290241N-allyl-N-ethylcarbamoyl chlorideHCID 178477666HCID 178477666, compound

Product 1

HCID 203551281-(N-allyl-N-ethylcarbamoyl)-3-ethylsulphonyl-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 6.45 g. 3-ethylsulphonyl-1,2,4-triazole, 5.9 g. N-allyl-N-ethylcarbamoyl chloride, 6.5 ml. dry triethylamine and 80 ml. dry tetrahydrofuran was refluxed under anhydrous conditions for 6 hours. The reaction mixture was worked up as described in Example 1 to produce a solid residue which was recrystallized from benzene/petroleum ether, b.p. 40° - 60° C. to give 1-(N-allyl-N-ethylcarbamoyl)-3-ethylsulphonyl-1,2,4-triazole, m.p. 41° - 43° C.

Workup

  1. additionA mixture of 6.45 g
  2. customto produce a solid residue which
  3. customwas recrystallized from benzene/petroleum ether, b.p. 40° - 60° C.

Sources & evidence

ORD record
ord-545334afdb12479abb7e85df7b4b8eff
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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