Triethylamine → HCID 12042347, compound

HRID 276010Notes

Reaction equation

HRID 276010 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=1[CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]=[C:6]1[CH2:14][CH2:15][CH3:16].C([N:23](CC)CC)C.[CH3:28][S:29](Cl)(=[O:31])=[O:30]>C(Cl)Cl>[Cl:1][C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=1[CH2:4][N:5]1[C:9]2[CH:10]=[C:11]([NH:23][S:29]([CH3:28])(=[O:31])=[O:30])[CH:12]=[CH:13][C:8]=2[N:7]=[C:6]1[CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 949881HCID 949881, compound

Product 1

HCID 12042347HCID 12042347, compoundYield 62.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(2-Chlorobenzyl)-2-n-propylbenzimidazole (150 mg) and 61 mg of triethylamine were dissolved in 3 ml of methylene chloride, and 70 mg of methanesulfonyl chloride were added thereto at room temperature. The mixture was stirred for 1 hour, then washed with dilute hydrochloric acid, washed with water, and dried. The solvent was distilled off under reduced pressure. The residual solid was collected with ether through filtration to give 124 mg of 1-(2-chlorobenzyl)-6-mesylamino-2-n-propylbenzimidazole (88).

Workup

  1. customat room temperature
  2. washwashed with dilute hydrochloric acid
  3. washwashed with water
  4. customdried
  5. distillationThe solvent was distilled off under reduced pressure
  6. filtrationThe residual solid was collected with ether through filtration

Sources & evidence

ORD record
ord-7e4a4abf8df04e4796f24503cdb51a40
Source dataset
uspto-grants-2002_03
Patent number
US06352985B1

Reaction notes

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