Hydrochloric Acid → HCID 14518419, compound

HRID 1723103Notes

Reaction equation

HRID 1723103 reaction equation
[C:1]([C:9]1[CH:10]=[CH:11][C:12]([N+:19]([O-:21])=O)=[C:13]([NH:15][C:16](=O)[CH3:17])[CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S1C=CC=C1.[ClH:27].[H][H]>CO.[Pt].CC(O)C>[ClH:27].[OH:21][N:19]1[C:12]2[CH:11]=[CH:10][C:9]([C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:8])=[CH:14][C:13]=2[N:15]=[C:16]1[CH3:17]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 8030ThiopheneHCID 14518417HCID 14518417, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14518419HCID 14518419, compoundYield 73%

Reagents, catalysts & solvents 3

HCID 23939PlatinumCatalystHCID 887MethanolSolvent2×HCID 3776IsopropanolSolvent

Procedure

(a-2) A mixture of 5.6 parts of N-(5-benzoyl-2-nitrophenyl)acetamide, 2 parts of a solution of thiophene in methanol 4%, 200 parts of methanol and 7 parts of 2-propanol, saturated with hydrogen chloride was hydrogenated at normal pressure and at room temperature with 1 part of platinum-on-charcoal catalyst 5%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was washed with 2-propanone and dried, yielding 4.2 parts (73%) of (1-hydroxy-2-methyl-1H-benzimidazol-5-yl) phenylmethanone monohydrochloride as a residue (int. 49).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. washThe residue was washed with 2-propanone
  4. customdried

Sources & evidence

ORD record
ord-a907d7fddd6443ef8cc2d03fe10cb30d
Source dataset
uspto-grants-1989_08
Patent number
US04859684

Reaction notes

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