Hydrochloric Acid → HCID 21105751, compound

HRID 1354461Notes

Reaction equation

HRID 1354461 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:12][C:11]([C:13]2[CH:23]=[CH:22][C:16]([C:17]([O:19]CC)=[O:18])=[CH:15][CH:14]=2)=[N:10][N:9]=1.[OH-].[Na+].Cl>O1CCCC1>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:12][C:11]([C:13]2[CH:23]=[CH:22][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=2)=[N:10][N:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22934557HCID 22934557, compound

Product 1

HCID 21105751HCID 21105751, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 4-[5-(2-aminophenyl)-1,3,4-oxadiazol-2-yl]benzoate (0.17 g),. 1 M aqueous sodium hydroxide solution (1.1 ml) and tetrahydrofuran (2 ml) was heated under reflux for 30 min. After cooling, 1 M hydrochloric acid was added to acidify the mixture. The crystals were collected by filtration to give 4-[5-(2-aminophenyl)-1,3,4-oxadiazol-2-yl]benzoic acid (0.13 g, yield 87%). Recrystallization from hexane-tetrahydrofuran gave colorless prism crystals. melting point: >300° C.

Workup

  1. temperatureunder reflux for 30 min
  2. temperatureAfter cooling
  3. filtrationThe crystals were collected by filtration

Sources & evidence

ORD record
ord-7846ff3278f047d48d129a7b64ec1c67
Source dataset
uspto-grants-2007_05
Patent number
US07223791B2

Reaction notes

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