Triethylamine → HCID 20354889, compound

HRID 1606054Notes

Reaction equation

HRID 1606054 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-47f8345df87048c78a38e5531afa370d
Source dataset
uspto-grants-1976_04
Patent number
US03952001

Reaction notes

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