Acetic Acid → 2-Phenylaminobenzoxazol-6-acetic acid

HRID 2305621Notes

Reaction equation

HRID 2305621 reaction equation
[C:1]1([NH:7][C:8]2[O:9][C:10]3[CH:16]=[C:15]([CH2:17][C:18]([O:20]C)=[O:19])[CH:14]=[CH:13][C:11]=3[N:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].C(O)(=O)C>CS(C)=O.O1CCCC1.O>[C:1]1([NH:7][C:8]2[O:9][C:10]3[CH:16]=[C:15]([CH2:17][C:18]([OH:20])=[O:19])[CH:14]=[CH:13][C:11]=3[N:12]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

7

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 17859442Methyl 2-phenylaminobenzoxazol-6-acetate

Product 1

HCID 111498372-Phenylaminobenzoxazol-6-acetic acidYield 90.2%

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To methyl 2-phenylaminobenzoxazole-6-acetate (0.28 g) in a mixture of dimethyl sulphoxide (1 ml) and tetrahydrofuran (1 ml) was added 2M sodium hydroxide (1 ml). The mixture was stirred for 2 hrs. then acidified with acetic acid and diluted with water and the precipitate filtered and washed with water and dried to give 2-phenylaminobenzoxazole-6-acetic acid (0.24 g) as a white solid.

Workup

  1. filtrationthe precipitate filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-7888c2e3747746259a920d4665ef68ee
Source dataset
uspto-grants-2002_08
Patent number
US06441012B1

Reaction notes

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