HCID 1284950, compound → HCID 131728103, compound

HRID 2233534Notes

Reaction equation

HRID 2233534 reaction equation
[N:1]1[C:2](=[O:13])[N:3]=[C:4]2[CH:9]=[C:8]([C:10]([OH:12])=[O:11])[CH:7]=[CH:6][C:5]=12>C(O)CCCC>[N:1]1[C:2](=[O:13])[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[CH3:5][CH2:6][CH2:7][CH2:8][C:10]([O-:12])=[O:11]

Participants

3

Reactant 1

HCID 1284950HCID 1284950, compound

Product 1

HCID 131728103HCID 131728103, compoundYield 293.1%

Reagents, catalysts & solvents 1

HCID 62761-PentanolSolvent

Procedure

Benzimidazol-2-one-5-carboxylic acid (4) (250 mg, 0.9070 mmol) and Dowex 50 W-X8(H+) resin (250 mg) were suspended in pentan-1-ol (40 mL) and the mixture heated to reflux for 42 hours. The solid was filtered off and washed with methanol (3×20 mL) and the combined filtrates evaporated to dryness to give benzimidazol-2-one-5-n-pentanoate (5) (310 mg, 43% yield) as an off-white powder;

Workup

  1. temperaturethe mixture heated
  2. temperatureto reflux for 42 hours
  3. filtrationThe solid was filtered off
  4. washwashed with methanol (3×20 mL)
  5. customthe combined filtrates evaporated to dryness

Sources & evidence

ORD record
ord-fedec776aeba45f9bc3f934db4f33e34
Source dataset
uspto-grants-2010_05
Patent number
US07709514B2

Reaction notes

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