Tetrahydrofuran → 1-Dipropylcarbamoyl-3-isopropylsulphinyl-1,2,4-triazole

HRID 371580Notes

Reaction equation

HRID 371580 reaction equation
[CH:1]([S:4]([C:6]1[N:10]=[CH:9][NH:8][N:7]=1)=[O:5])([CH3:3])[CH3:2].[CH2:11]([N:14]([CH2:18][CH2:19][CH3:20])[C:15](Cl)=[O:16])[CH2:12][CH3:13].O1CCCC1>C(N(CC)CC)C>[CH2:11]([N:14]([CH2:18][CH2:19][CH3:20])[C:15]([N:8]1[CH:9]=[N:10][C:6]([S:4]([CH:1]([CH3:3])[CH3:2])=[O:5])=[N:7]1)=[O:16])[CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 3015348Dipropylcarbamoyl chlorideHCID 1784610013-Isopropylsulphinyl-1,2,4-triazole

Product 1

HCID 203550931-Dipropylcarbamoyl-3-isopropylsulphinyl-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 6.4 g. 3-isopropylsulphinyl-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 1-dipropylcarbamoyl-3-isopropylsulphinyl-1,2,4-triazole as an oily residue which subsequently solidified, m.p. 15° - 20° C. Elemental analysis satisfactory.

Workup

  1. additionA mixture of 6.4 g
  2. customThe cooled reaction mixture
  3. filtrationwas filtered
  4. distillationthe filtrate distilled under reduced pressure

Sources & evidence

ORD record
ord-3de3feb7432445d6a87e8034d4ab23b3
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

Loading…