Tetrahydrofuran → 1-Dipropylcarbamoyl-3-n-butylsulphinyl-1,2,4-triazole

HRID 1606067Notes

Reaction equation

HRID 1606067 reaction equation
[CH2:1]([S:5]([C:7]1[N:11]=[CH:10][NH:9][N:8]=1)=[O:6])[CH2:2][CH2:3][CH3:4].[CH2:12]([N:15]([CH2:19][CH2:20][CH3:21])[C:16](Cl)=[O:17])[CH2:13][CH3:14].O1CCCC1>C(N(CC)CC)C>[CH2:12]([N:15]([CH2:19][CH2:20][CH3:21])[C:16]([N:9]1[CH:10]=[N:11][C:7]([S:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[O:6])=[N:8]1)=[O:17])[CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 3015348Dipropylcarbamoyl chlorideHCID 1784555543-Butylsulphinyl-1,2,4-triazole

Product 1

HCID 202901461-Dipropylcarbamoyl-3-n-butylsulphinyl-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 6.9 g. 3-n-butylsulphinyl-1,2,4-triazole, 8.0 ml. dipropylcarbamoyl chloride, 25 ml. dry tetrahydrofuran and 10 ml. dry triethylamine was refluxed under anhydrous conditions for 2 hours. The cooled reaction mixture was filtered and the filtrate distilled under reduced pressure to give an oily residue which subsequently solidified. This solid product was recrystallized from petroleum ether to give 1-dipropylcarbamoyl-3-n-butylsulphinyl-1,2,4-triazole, m.p. 39° - 40°C. Elemental analysis satisfactory.

Workup

  1. additionA mixture of 6.9 g
  2. customThe cooled reaction mixture
  3. filtrationwas filtered
  4. distillationthe filtrate distilled under reduced pressure
  5. customto give an oily residue which
  6. customThis solid product was recrystallized from petroleum ether

Sources & evidence

ORD record
ord-72033f1224f741ba9439a36091363dfa
Source dataset
uspto-grants-1976_04
Patent number
US03952001

Reaction notes

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