Trimellitic anhydride → HCID 21884642, compound

HRID 722538Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:25][CH2:26][CH2:27][CH3:28])=[C:8]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:15][C:13]=3[N:14]=2)[CH:9]=1)([O-])=O.[CH:29]1[C:34]([C:35]([OH:37])=[O:36])=[CH:33][C:32]2[C:38]([O:40][C:41](=O)[C:31]=2[CH:30]=1)=[O:39]>>[CH2:26]([O:25][C:7]1[C:8]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:15][C:13]=3[N:14]=2)=[CH:9][C:4]([N:1]2[C:38](=[O:39])[C:32]3[C:31](=[CH:30][CH:29]=[C:34]([C:35]([OH:37])=[O:36])[CH:33]=3)[C:41]2=[O:40])=[CH:5][CH:6]=1)[CH2:27][CH3:28]

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884477HCID 21884477, compound

Product 1

HCID 21884642HCID 21884642, compound

Procedure

Prepared by the method of Example 1b), from 2-(5-nitro-2-propoxyphenyl)-5-phenylbenzoxazole (125 mg, 0.36 mmol) and 1,2,4-benzenetricarboxylic anhydride (68 mg, 0.36 mmol) the title compound was obtained (37 mg, 21%). 1H NMR (DMSO) δ 8.47(d, 1H), 8.38(s, 1H), 8.25(d, 1H), 8.13(m, 2H), 7.89(d, 1H), 7.76(m, 4H), 7.49(m, 4H), 4.27(t, 2H), 1.92(m, 2H), 1.15(t, 3H). MS 519 m/z (M+H)+.

Sources & evidence

ORD record: ord-74a9aa7d5e56492d89654c54f86507dd
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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