Sodium Methoxide → 2-(3-Nitro-6-methoxyphenyl)-5-phenylbenzoxazole

HRID 722520Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[C:6]([C:11]2[O:12][C:13]3[CH:19]=[CH:18][C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:16][C:14]=3[N:15]=2)[C:7](F)=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH3:26][O-:27].[Na+]>>[N+:1]([C:4]1[CH:5]=[C:6]([C:11]2[O:12][C:13]3[CH:19]=[CH:18][C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:16][C:14]=3[N:15]=2)[C:7]([O:27][CH3:26])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

Reactant 2

HCID 10942334Sodium Methoxide

HCID 218843342-(2-Fluoro-5-nitrophenyl)-5-phenylbenzoxazole

Product 1

HCID 218843862-(3-Nitro-6-methoxyphenyl)-5-phenylbenzoxazole

Procedure

Prepared by the method of Example 40a), from 2-(3-nitro-6-fluorophenyl)-5-phenylbenzoxazole (500 mg, 1.5 mmol) and sodium methoxide (161 mg, 3.0 mmol) the subtitle compound was obtained (450 mg, 87%). 1H NMR (DMSO) δ 8.88(d, 1H), 8.48(dd, 1H), 8.12(d, 1H), 7.89(d, 1H), 7.75(m, 3H), 7.53(d, 1H), 7.50(t, 2H), 7.40(d, 1H), 4.11(s, 3H).

Sources & evidence

ORD record: ord-6687036b4ee14d7c81c106358d5a5949
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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