p-Toluenesulfonic acid monohydrate → 2-(3-Nitro-4-chlorophenyl)-5-phenylbenzoxazole

HRID 722622Notes

Reaction equation

HRID 722622 reaction equation
[C:1]1([C:7]2[CH:8]=[CH:9][C:10](O)=[C:11]([NH:13][C:14](=[O:25])[C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([N+:22]([O-:24])=[O:23])[CH:16]=3)[CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[N+:22]([C:17]1[CH:16]=[C:15]([C:14]2[O:25][C:10]3[CH:9]=[CH:8][C:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)=[CH:12][C:11]=3[N:13]=2)[CH:20]=[CH:19][C:18]=1[Cl:21])([O-:24])=[O:23]

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 21884357N-(5-Phenyl-2-hydroxyphenyl)-3-nitro-4-chlorobenzamide

Product 1

HCID 218843272-(3-Nitro-4-chlorophenyl)-5-phenylbenzoxazole

Procedure

Prepared by the method of Example 15c), from N-(5-phenyl-2-hydroxyphenyl)-3-nitro-4-chlorobenzamide (3.76 g, 10 mmol) and p-toluenesulfonic acid monohydrate (3.80 g, 20 mmol) the subtitle compound was obtained (1.28 g, 40%). MS 351.1 (M+H)+.

Sources & evidence

ORD record
ord-da246c55d9c044708b7ef0bc9b6bc781
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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