Trimellitic anhydride → HCID 21884542, compound

HRID 722639Notes

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

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884438HCID 21884438, compound

Product 1

HCID 21884542HCID 21884542, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-6-methoxyphenyl)-5-(4-chlorophenyl)benzoxazole (75 mg, 0.21 mmol) and 1,2,4-benzenetricarboxylic anhydride (41 mg, 0.21 mmol) the title compound was obtained (105 mg, 45%). 1H NMR (DMSO) δ 13.72(s, 1H), 8.42(dd, 1H), 8.32(s, 1H), 8.20(d, 1H), 8.09(m, 2H), 7.87(d, 1H), 7.78(d, 2H), 7.72(m, 2H), 7.54(d, 2H), 7.48(d, 1H), 4.04(s, 3H). MS 525.3 m/z (M+H)+.

Sources & evidence

ORD record: ord-21bb56660f5d423aa4f5b688dd33ca68
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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