4-Chlorobenzotrichloride → 2-(4-Chlorophenyl)-5-nitrobenzoxazole

HRID 2419529Notes

Reaction equation

HRID 2419529 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](Cl)(Cl)Cl)=[CH:4][CH:3]=1.Cl.[NH2:13][C:14]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=1[OH:23]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:23][C:15]3[CH:16]=[CH:17][C:18]([N+:20]([O-:22])=[O:21])=[CH:19][C:14]=3[N:13]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 212774-ChlorobenzotrichlorideHCID 5745966Phenol, 2-amino-4-nitro-, hydrochloride

Product 1

HCID 4838382-(4-Chlorophenyl)-5-nitrobenzoxazole

Procedure

Compound XV was prepared as in Example 12 at 180°-200° C from p-chlorobenzotrichloride and 2-amino-4-nitrophenol hydrochloride, and purified through a preheated Al2O3 column: 3.4 g of raw product melting at 205°-210° C (12% of the theory). After recrystallization from benzene: melting point 217°-218° C.

Workup

  1. custompurified through a preheated Al2O3 column
  2. customAfter recrystallization from benzene

Sources & evidence

ORD record
ord-c271b461746642cabcd14113ab89bfc1
Source dataset
uspto-grants-1978_08
Patent number
US04107169

Reaction notes

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