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

HRID 371579Notes

Reaction equation

HRID 371579 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-b829549a029a4044af0efdc3bd1bd04c
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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