Trimellitic anhydride → HCID 21884590, compound

HRID 722642Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=4)=[CH:15][C:13]=3[N:14]=2)[C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.[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]>>[CH3:9][O:8][C:5]1[C:4]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=4)=[CH:15][C:13]=3[N:14]=2)=[CH:3][C:2]([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:7][CH:6]=1

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884473HCID 21884473, compound

Product 1

HCID 21884590HCID 21884590, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-6-methoxyphenyl)-5-(4-trifluoromethylphenyl)benzoxazole (90 mg, 0.23 mmol) and 1,2,4-benzenetricarboxylic anhydride (45 mg, 0.23 mmol) the title compound was obtained (102 mg, 79%). 1H NMR (DMSO) δ 13.74(s, 1H), 8.43(d, 1H), 8.33(s, 1H), 8.22(d, 1H), 8.20(d, 1H), 8.10(d, 1H), 7.99(d, 2H), 7.93(d, 1H), 7.83(m, 3H), 7.72(dd, 1H), 7.48(d, 1H), 4.03(s, 3H). MS 559.3 m/z (M+H)+.

Sources & evidence

ORD record: ord-b8de9641ec324acc8c26a424e12b7d41
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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