Sulfuric Acid → 4-(Oxazol-2-yl)phenol

HRID 2165414Notes

Reaction equation

HRID 2165414 reaction equation
N[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH:10]=[CH:11][N:12]=2)=[CH:4][CH:3]=1.N([O-])=[O:14].[Na+].S(=O)(=O)(O)O>>[O:9]1[CH:10]=[CH:11][N:12]=[C:8]1[C:5]1[CH:6]=[CH:7][C:2]([OH:14])=[CH:3][CH:4]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 123717394-(1,3-Oxazol-2-yl)anilineHCID 23668193Sodium Nitrite

Product 1

HCID 1356214594-(Oxazol-2-yl)phenolYield 47.9%

Procedure

2-(4-Aminophenyl)oxazole [m.p. 121°-123° C.; Rosenbaum et al., J. Am. Chem. Soc. 64, 2444 (1942)] (10.3 g) was diazotized with 4.93 g of sodium nitrite and 215 ml of 2N sulfuric acid. The resulting diazonium salt was heated until no more nitrogen was evolved, and the product was isolated and recrystallized from ethylene dichloride to give 4.96 g of 4-(2-oxazolyl)phenol, yellow crystals, m.p. 167°-168° C.

Workup

  1. customthe product was isolated
  2. customrecrystallized from ethylene dichloride

Sources & evidence

ORD record
ord-f6f0eb634b1f488c8d3cf9f40d5a7ecb
Source dataset
uspto-grants-1990_07
Patent number
US04939267

Reaction notes

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