Hydrochloric Acid → HCID 20298790, compound

HRID 1448090Notes

Reaction equation

HRID 1448090 reaction equation
[CH3:1][C:2]1[N:6]([CH2:7][CH2:8][CH3:9])[C:5]2[CH:10]=[CH:11][C:12]([CH2:14]O)=[CH:13][C:4]=2[N:3]=1.[ClH:16].S(Cl)([Cl:19])=O>ClC(Cl)Cl>[ClH:19].[Cl:16][CH2:14][C:12]1[CH:11]=[CH:10][C:5]2[N:6]([CH2:7][CH2:8][CH3:9])[C:2]([CH3:1])=[N:3][C:4]=2[CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 20298756HCID 20298756, compound

Product 1

HCID 20298790HCID 20298790, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 36 parts of 2-methyl-1-propyl-1H-benzimidazole-5-methanol in 150 parts of trichloromethane is acidified with an excess of gaseous hydrogen chloride. Then there are added dropwise 32 parts of thionyl chloride. Upon completion, the whole is stirred for one hour at room temperature. The reaction mixture is evaporated and the residue is crystallized from 2-propanone. The product is filtered off, washed with 2-propanone and dried, yielding 40.9 parts of 5-(chloromethyl)-2-methyl-1-propyl-1H-benzimidazole monohydrochloride; mp. 180° C.

Workup

  1. customThe reaction mixture is evaporated
  2. customthe residue is crystallized from 2-propanone
  3. filtrationThe product is filtered off
  4. washwashed with 2-propanone
  5. customdried

Sources & evidence

ORD record
ord-2c50072ddf1d4cfcba667af480009e2f
Source dataset
uspto-grants-1979_12
Patent number
US04179505

Reaction notes

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