Triethylamine → HCID 54436973, compound

HRID 1576981Notes

Reaction equation

HRID 1576981 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([Cl:9])=[N:7][OH:8])=[CH:4][CH:3]=1.[Cl:12][CH2:13][CH2:14][CH2:15][S:16](Cl)(=[O:18])=[O:17].C(N(CC)CC)C>C1C=CC=CC=1>[Cl:12][CH2:13][CH2:14][CH2:15][S:16]([O:8][N:7]=[C:6]([Cl:9])[C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:11][CH:10]=1)(=[O:18])=[O:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 154103-Chloropropanesulphonyl chlorideHCID 3303868HCID 3303868, compound

Product 1

HCID 54436973HCID 54436973, compoundYield 54.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 8.5 g of 4-methylbenzohydroximoyl chloride and 8.8 g of 3-chloropropanesulfonyl chloride in 175 ml of benzene, 7.6 g of triethylamine was added dropwise during 8 minutes. The temperature of the reaction mixture rose to 35°. The reaction mixture was stirred for 1 hour and filtered, the filtrate was evaporated under reduced pressure, and the product was recrystallized twice from ethanol to give 8.4 g of N-(3-chloropropanesulfonyloxy)-4-methylbenzimidoyl chloride, m.p. 56°-58°. The ir spectrum was consistent with the assigned structure.

Workup

  1. customrose to 35°
  2. filtrationfiltered
  3. customthe filtrate was evaporated under reduced pressure
  4. customthe product was recrystallized twice from ethanol

Sources & evidence

ORD record
ord-56d2389ec7494f2e9a72839c516e16e8
Source dataset
uspto-grants-1976_09
Patent number
US03983246

Reaction notes

Loading…