Thionyl Chloride → HCID 20298704, compound

HRID 1448102Notes

Reaction equation

HRID 1448102 reaction equation
[ClH:1].Cl.Cl.[C:4]1([CH:10]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH:18]([C:20]3[CH:31]=[CH:30][C:23]4[N:24]([CH2:28][CH3:29])[C:25]([CH3:27])=[N:26][C:22]=4[CH:21]=3)O)[CH2:13][CH2:12]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.S(Cl)([Cl:40])=O>ClC(Cl)Cl>[ClH:40].[ClH:1].[ClH:40].[Cl:40][CH:18]([C:20]1[CH:31]=[CH:30][C:23]2[N:24]([CH2:28][CH3:29])[C:25]([CH3:27])=[N:26][C:22]=2[CH:21]=1)[CH2:17][N:14]1[CH2:15][CH2:16][N:11]([CH:10]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 20298711HCID 20298711, compound

Product 1

HCID 20298704HCID 20298704, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred mixture of 10.3 parts of α-[4-(diphenylmethyl)-1-piperazinylmethyl]-1-ethyl-2-methyl-1H-benzimidazole-5-methanol trihydrochloride in 75 parts of trichloromethane are added dropwise 4.3 parts of thionyl chloride at room temperature. Upon completion, stirring is continued for 30 minutes at reflux temperature After cooling, the precipitated product is filtered off, washed with trichloromethane and with 2,2'-oxybispropane, and dried, yielding 9 parts (85.8%) of 5-{1-chloro-2-[4-(diphenylmethyl)-1-piperazinyl]-ethyl}1-ethyl-2-methyl-1H-benzimidazole trihydrochloride.

Workup

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. filtrationthe precipitated product is filtered off
  4. washwashed with trichloromethane and with 2,2'-oxybispropane
  5. customdried

Sources & evidence

ORD record
ord-1a48c47c40174cd9b14c0a70b571489a
Source dataset
uspto-grants-1979_12
Patent number
US04179505

Reaction notes

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