Triethylamine → HCID 20354889, compound

HRID 371566Notes

Reaction equation

HRID 371566 reaction equation
[CH2:1]([N:4]([CH2:8][CH2:9][CH3:10])[C:5](Cl)=[O:6])[CH2:2][CH3:3].[CH3:11][S:12]([C:15]1[N:19]=[CH:18][NH:17][N:16]=1)(=[O:14])=[O:13].C(N(CC)CC)C>O1CCCC1>[CH2:1]([N:4]([CH2:8][CH2:9][CH3:10])[C:5]([N:17]1[CH:18]=[N:19][C:15]([S:12]([CH3:11])(=[O:14])=[O:13])=[N:16]1)=[O:6])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 3015348Dipropylcarbamoyl chlorideHCID 178504852HCID 178504852, compound

Product 1

HCID 20354889HCID 20354889, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dipropylcarbamoyl chloride (5.5 g.) was added to a solution of 4.4 g. 3-methylsulphonyl-1,2,4-triazole and 6 ml. dry triethylamine in 25 ml. dry tetrahydrofuran and the resulting mixture refluxed for 2.5 hours under anhydrous conditions. The cooled reaction mixture was filtered to remove triethylamine hydrochloride and the filtrate poured with stirring into 150 ml. ice-cold 0.1N aqueous sodium hydroxide. The precipitated product was collected by filtration, washed with ice-cold water, dried, and crystallized twice from toluene to give 1-dipropylcarbamoyl-3-methylsulphonyl-1,2,4-triazole, m.p. 94° C. Elemental analysis satisfactory.

Workup

  1. customThe cooled reaction mixture
  2. filtrationwas filtered
  3. customto remove triethylamine hydrochloride
  4. additionthe filtrate poured
  5. filtrationThe precipitated product was collected by filtration
  6. washwashed with ice-cold water
  7. customdried
  8. customcrystallized twice from toluene

Sources & evidence

ORD record
ord-cb70e4162be44d7cb84dcbf826d08c59
Source dataset
uspto-grants-1978_05
Patent number
US04087269

Reaction notes

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