Trimellitic anhydride → HCID 21884401, compound

HRID 722649Notes

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][CH:22]=[C:21]([O:25][CH3:26])[CH:20]=4)=[CH:15][C:13]=3[N:14]=2)[C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.[CH:27]1[C:32]([C:33]([OH:35])=[O:34])=[CH:31][C:30]2[C:36]([O:38][C:39](=O)[C:29]=2[CH:28]=1)=[O:37]>>[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][CH:22]=[C:21]([O:25][CH3:26])[CH:20]=4)=[CH:15][C:13]=3[N:14]=2)=[CH:3][C:2]([N:1]2[C:36](=[O:37])[C:30]3[C:29](=[CH:28][CH:27]=[C:32]([C:33]([OH:35])=[O:34])[CH:31]=3)[C:39]2=[O:38])=[CH:7][CH:6]=1

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884389HCID 21884389, compound

Product 1

HCID 21884401HCID 21884401, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-6-methoxyphenyl)-5-(3-methoxyphenyl)benzoxazole (50 mg, 0.14 mmol) and 1,2,4-benzenetricarboxylic anhydride (28 mg, 0.14 mmol) the title compound was obtained (52 mg, 71%). 1H NMR (DMSO) δ 8.43(d, 1H), 8.33(s, 1H), 8.22(d, 1H), 8.10(m, 2H), 7.87(d, 1H), 7.74(m, 2H), 7.48(d, 1H), 7.41(t, 1H), 7.30(m, 2H), 6.96(dd, 1H), 4.04(s, 3H), 3.85(s, 3H). MS 521.3 m/z (M+H)+.

Sources & evidence

ORD record: ord-1a37793e80b44b6984b4648f23e6f84c
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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