Hydrochloric Acid → HCID 178479325, compound

HRID 1291010Notes

Reaction equation

HRID 1291010 reaction equation
[CH2:1]([NH:8][C:9]([C:11]1[CH:12]=[CH:13][C:14]2[O:18][C:17]([C:19]([O:21]CC)=[O:20])=[CH:16][C:15]=2[CH:24]=1)=[NH:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[ClH:27]>O1CCCC1>[ClH:27].[CH2:1]([NH:8][C:9]([C:11]1[CH:12]=[CH:13][C:14]2[O:18][C:17]([C:19]([OH:21])=[O:20])=[CH:16][C:15]=2[CH:24]=1)=[NH:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178468510HCID 178468510, compound

Product 1

HCID 178479325HCID 178479325, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Tetrahydrofuran (5 ml) was added to ethyl 5-benzylamidino-2-benzofurancarboxylate (325 mg, 1.21 mmol) and a 0.5N aqueous sodium hydroxide solution (10 ml, 5 mmol) was added. The mixture was stirred at room temperature for 45 minutes. 1N Hydrochloric acid was added to the reaction mixture to adjust its pH to 2-3 and low boiling matters were distilled away under reduced pressure. The resulting precipitate was collected by filtration, and washed with water to give 213 mg of 5-benzylamidino-2-benzofurancarboxylic acid hydrochloride as a colorless solid (53%).

Workup

  1. distillationwere distilled away under reduced pressure
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-53f2acf03ae74034b51aa1555f2b5465
Source dataset
uspto-grants-1998_05
Patent number
US05753670

Reaction notes

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