Dimethyl Sulfoxide → 2-(4-methoxyphenyl)-1,3-benzoxazole

HRID 1586882Notes

Reaction equation

HRID 1586882 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.[CH3:17][O-:18].[Na+].CS(C)=O>O>[CH3:17][O:18][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 143552-(4-Chlorophenyl)benzoxazoleHCID 10942334Sodium Methoxide

Product 1

HCID 4838372-(4-methoxyphenyl)-1,3-benzoxazoleYield 88.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.15 g (5 mmoles) of 2-(p-chlorophenyl)benzoxazole, 2.5 g of sodium methoxide and 10 ml of dimethyl sulfoxide is heated at 80° C.-90° C. under nitrogen atmosphere for one hour. The mixture is cooled and diluted with 100 ml of water. The title compound (1 g, 87 percent yield) precipitates and is recovered. It has a melting point of 99.5° C.-101.5° C.

Workup

  1. temperatureis heated at 80° C.-90° C. under nitrogen atmosphere for one hour
  2. temperatureThe mixture is cooled

Sources & evidence

ORD record
ord-79cd9cd284a749f2910d81c6d0098637
Source dataset
uspto-grants-1993_06
Patent number
US05216110

Reaction notes

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