Hydrochloric Acid → 1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one

HRID 46864Notes

Reaction equation

HRID 46864 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7](C(C)=C)[C:6]1=[O:17].Cl>C(O)C>[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[NH:7][C:6]1=[O:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 30173591-(3-Chloropropyl)-1,3-dihydro-3-(1-methylvinyl)-2H-benzimidazol-2-one

Product 1

HCID 18104191-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-oneYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 13 parts of 1-(3-chloropropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one in 6 parts of a hydrochloric acid solution and 40 parts of ethanol is stirred for 2 hours at room temperature. The reaction mixture is evaporated and the solid residue is crystallized from 2-propanol, yielding 9.5 parts (90%) of 1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one; mp. 115° C.

Workup

  1. customThe reaction mixture is evaporated
  2. customthe solid residue is crystallized from 2-propanol

Sources & evidence

ORD record
ord-6d45c75cd7024edfb4cd4179f816ea94
Source dataset
uspto-grants-1979_11
Patent number
US04175129

Reaction notes

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