Trimellitic anhydride → HCID 44339681, compound

HRID 722647Notes

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]5[O:25][CH2:26][O:27][C:21]=5[CH:20]=4)=[CH:15][C:13]=3[N:14]=2)[C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.[CH:28]1[C:33]([C:34]([OH:36])=[O:35])=[CH:32][C:31]2[C:37]([O:39][C:40](=O)[C:30]=2[CH:29]=1)=[O:38]>>[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]5[O:25][CH2:26][O:27][C:21]=5[CH:20]=4)=[CH:15][C:13]=3[N:14]=2)=[CH:3][C:2]([N:1]2[C:37](=[O:38])[C:31]3[C:30](=[CH:29][CH:28]=[C:33]([C:34]([OH:36])=[O:35])[CH:32]=3)[C:40]2=[O:39])=[CH:7][CH:6]=1

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 69585020HCID 69585020, compound

Product 1

HCID 44339681HCID 44339681, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-6-methoxyphenyl)-5-(3,4-methylenedioxyphenyl)benzoxazole (50 mg, 0.14 mmol) and 1,2,4-benzenetricarboxylic anhydride (27 mg, 0.14 mmol) the title compound was obtained (72 mg, 92%). 1H NMR (DMSO) δ 13.85(s, 1H), 8.44(dd, 1H), 8.33(s, 1H), 8.21(d, 1H), 8.11(d, 1H), 8.02(d, 1H), 7.83(d, 1H), 7.71(dd, 1H), 7.66(dd, 1H), 7.47(d, 1H), 7.35(d, 1H), 7.22(dd, 1H), 7.03(d, 1H), 6.08(s, 2H), 4.03(s, 3H). MS 535.1 m/z (M+H)+.

Sources & evidence

ORD record: ord-c41d461ee0554d32bc9b708ff2ced62c
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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