HCID 178497566, compound → HCID 178519904, compound

HRID 579461Notes

Reaction equation

HRID 579461 reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:14][C:13]3[C:15]([CH:20]=[O:21])=[C:16]([OH:19])[CH:17]=[CH:18][C:12]=3[N:11]=2)=[CH:6][CH:5]=1>O1CCOCC1.[OH-].[Na+]>[CH:20]([C:15]1[C:13]2[NH:14][C:10]([C:7]3[CH:8]=[CH:9][C:4]([C:3]([OH:22])=[O:2])=[CH:5][CH:6]=3)=[N:11][C:12]=2[CH:18]=[CH:17][C:16]=1[OH:19])=[O:21]

Participants

4

Reactant 1

HCID 178497566HCID 178497566, compound

Product 1

HCID 178519904HCID 178519904, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

4-(7-Formyl-6-hydroxy-1H-benzoimidazol-2-yl)-benzoic acid methyl ester (360 mg, 1.22 mmol) was dissolved in a mixture of dioxane (6 mL) and 1N NaOH (6 mL) and was stirred at 50° C. for 1 h. The mixture was evaporated to half volume and acidified with glacial acetic acid. The precipitate was collected, washed with acetone and dried. The title compound (305 mg, 1.08 mmol, 89%) was isolated as a brown solid.

Workup

  1. customThe mixture was evaporated to half volume
  2. customThe precipitate was collected
  3. washwashed with acetone
  4. customdried

Sources & evidence

ORD record
ord-aff330b808304d5eabd0e23f2befe10e
Source dataset
uspto-grants-2015_05
Patent number
US09040714B2

Reaction notes

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