Hydrochloric Acid → HCID 178432164, compound

HRID 1723148Notes

Reaction equation

HRID 1723148 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH:8]([N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)[CH3:9])[CH:5]=[CH:4][C:3]=1[NH:15][C:16](=O)[CH3:17].[ClH:19]>C(O)(=O)C>[ClH:19].[ClH:19].[N:10]1([CH:8]([C:6]2[CH:5]=[CH:4][C:3]3[NH:15][C:16]([CH3:17])=[N:1][C:2]=3[CH:7]=2)[CH3:9])[CH:14]=[CH:13][N:12]=[CH:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14518361HCID 14518361, compound

Product 1

HCID 178432164HCID 178432164, compoundYield 90.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 7.4 parts of N-[2-amino-4-[1-(1H-imidazol-1-yl)ethyl]phenyl]acetamide, 10 parts of acetic acid and 100 parts of a hydrochloric acid solution 4N was stirred and refluxed for 3.5 hours. The reaction mixture was evaporated. The residue was dissolved in 20 parts of 2-propanol. The product was crystallized at room temperature. The product was filtered off and dried, yielding 8.1 parts (90.2%) of 5-[1-(1H-imidazol-1-yl)ethyl]-2-methyl-1H-benzimidazole dihydrochloride; mp. 236.2° C. (compound 206).

Workup

  1. temperaturerefluxed for 3.5 hours
  2. customThe reaction mixture was evaporated
  3. dissolutionThe residue was dissolved in 20 parts of 2-propanol
  4. customThe product was crystallized at room temperature
  5. filtrationThe product was filtered off
  6. customdried

Sources & evidence

ORD record
ord-823580909cde4fd7865c112963c8b81a
Source dataset
uspto-grants-1989_08
Patent number
US04859684

Reaction notes

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