Water → 3-Acetyl-5-(1,3-benzoxazol-2-yl)-1,3,4-oxadiazol-2(3H)-one

HRID 2287161Notes

Reaction equation

HRID 2287161 reaction equation
[O:1]=[C:2]1[NH:6][N:5]=[C:4]([C:7]2[O:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[N:11]=2)[O:3]1.[C:16](OC(=O)C)(=[O:18])[CH3:17].O>C(O)(=O)C>[O:1]=[C:2]1[N:6]([C:16](=[O:18])[CH3:17])[N:5]=[C:4]([C:7]2[O:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[N:11]=2)[O:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 1328765-(1,3-Benzoxazol-2-yl)-1,3,4-oxadiazol-2-ol

Product 1

HCID 130943023-Acetyl-5-(1,3-benzoxazol-2-yl)-1,3,4-oxadiazol-2(3H)-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5.0 g of 2-(2-oxo-3H-1,3,4-oxadiazole-5-yl)benzoxazole in 50 ml of acetic acid containing 5 ml of acetic anhydride was heated for 1 hour at 100°. The mixture was poured into water and the crystalline product filtered. Recrystallization from acetonitrile gave mp. of 231°-232°.

Workup

  1. filtrationthe crystalline product filtered
  2. customRecrystallization from acetonitrile
  3. customgave mp. of 231°-232°

Sources & evidence

ORD record
ord-9e930962992a4f61b6499fb8d0ee0fd9
Source dataset
uspto-grants-1981_05
Patent number
US04269846

Reaction notes

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