Hydrochloric Acid → HCID 5328486, compound

HRID 2365290Notes

Reaction equation

HRID 2365290 reaction equation
C1([C:7]2[NH:11][C:10]3[C:12]([C:16]([O:18]C)=[O:17])=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=2)C=CC=CC=1.[OH-].[Na+].Cl>C1COCC1>[C:9]1([N:11]2[C:10]3[C:12]([C:16]([OH:18])=[O:17])=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=[CH:7]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178497569HCID 178497569, compound

Product 1

HCID 5328486HCID 5328486, compoundYield 175.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 540 mg (2.1 mmol) of methyl 2-phenyl-1H-benzo[d]imidazole-7-carboxylate 9z and 3 mL (9 mmol) of 3N aqueous NaOH was refluxed in 8 mL of THF overnight. After cooling, the mixture was poured into ice water and acidified with conc. HCl. The resulting solid was filtered and dried to give 440 mg (86%) of phenyl-1H-benzo[d]imidazole-7-carboxylic acid, 9aa. MS m/z (M+H+) 238.9.

Workup

  1. temperatureAfter cooling
  2. filtrationThe resulting solid was filtered
  3. customdried

Sources & evidence

ORD record
ord-677a242baf1d4852ac90daa2d2b519cd
Source dataset
uspto-grants-2014_04
Patent number
US08697684B2

Reaction notes

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