Hydrochloric Acid → HCID 14518437, compound

HRID 1723150Notes

Reaction equation

HRID 1723150 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][N:17]3[CH:21]=[CH:20][N:19]=[CH:18]3)=[CH:12][C:11]=2[N+:22]([O-:24])=O)=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:22]([OH:24])[C:11]3[CH:12]=[C:13]([CH2:16][N:17]4[CH:21]=[CH:20][N:19]=[CH:18]4)[CH:14]=[CH:15][C:10]=3[N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14518436HCID 14518436, compound

Product 1

HCID 14518437HCID 14518437, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred mixture of 5.1 parts of 4-fluoro-N-[4-(1H-imidazol-1-yl-methyl)-2-nitrophenyl]benzenemethanamine and 80 parts of methanol were added 3.6 parts of sodium hydroxide and stirring was continued first for 10 minutes at room temperature and then for 20 hours at reflux temperature. After cooling, the reaction mixture was neutralized with a hydrochloric acid solution 2N. The precipitated product was filtered off, washed successively with water, methylbenzene and 2,2'-oxybispropane and dried, yielding 4.2 parts (91%) of 2-(4-fluorophenyl)-6-(1H-imidazol-1-ylmethyl)-1H-benzimidazol-1-ol; mp. 82° C. (compound 210).

Workup

  1. temperaturefor 20 hours at reflux temperature
  2. temperatureAfter cooling
  3. filtrationThe precipitated product was filtered off
  4. washwashed successively with water, methylbenzene and 2,2'-oxybispropane
  5. customdried

Sources & evidence

ORD record
ord-c1b52389e99e4110abf856244445bb66
Source dataset
uspto-grants-1989_08
Patent number
US04859684

Reaction notes

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