Hydrochloric Acid → HCID 20298790, compound

HRID 1389301Notes

Reaction equation

HRID 1389301 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; m.p. 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-fbcaeaaafc0041f4b66a69fc021cdd62
Source dataset
uspto-grants-1981_01
Patent number
US04243806

Reaction notes

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