Acetic Acid → HCID 15069334, compound

HRID 344109Notes

Reaction equation

HRID 344109 reaction equation
[CH2:1]([NH:8][C:9]1[CH:10]=[CH:11][C:12]2[N:16]=[C:15]([CH2:17][CH2:18][CH2:19][CH3:20])[N:14]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]4[C:29]([C:34]([O:36]CC)=[O:35])=[CH:30][CH:31]=[CH:32][CH:33]=4)=[CH:24][CH:23]=3)[C:13]=2[CH:39]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].O.C(O)(=O)C>C(O)C>[CH2:1]([NH:8][C:9]1[CH:10]=[CH:11][C:12]2[N:16]=[C:15]([CH2:17][CH2:18][CH2:19][CH3:20])[N:14]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]([C:28]4[C:29]([C:34]([OH:36])=[O:35])=[CH:30][CH:31]=[CH:32][CH:33]=4)=[CH:26][CH:27]=3)[C:13]=2[CH:39]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 67573383HCID 67573383, compound

Product 1

HCID 15069334HCID 15069334, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.30 g (2.5 mmol) of ethyl 4'-[(6-benzylamino-2-n-butylbenzimidazol-1-yl)-methyl]biphenyl-2-carboxylate are dissolved in 20 ml of ethanol, treated with 20 ml of 2N sodium hydroxide and heated at reflux for 2 hours. After cooling to ambient temperature, the solution is diluted to 500 ml using water and acidified to pH 5 using glacial acetic acid. The precipitate thus obtained is filtered off once again under suction, suspended in acetone, filtered off once again under suction and dried at 90° C. in vacuum.

Workup

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. additionthe solution is diluted to 500 ml
  4. customThe precipitate thus obtained
  5. filtrationis filtered off once again under suction
  6. filtrationfiltered off once again under suction
  7. customdried at 90° C. in vacuum

Sources & evidence

ORD record
ord-216ffaf0df49463e9fac477138688944
Source dataset
uspto-grants-1999_01
Patent number
US05864043

Reaction notes

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