Trimellitic anhydride → HCID 21884627, compound

HRID 722620Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([C:13]2[O:14][C:15]3[CH:21]=[CH:20][C:19]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[CH:18][C:16]=3[N:17]=2)[CH:5]=[CH:6][C:7]=1[C:8]1[CH:12]=[CH:11][S:10][CH:9]=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]>>[C:22]1([C:19]2[CH:20]=[CH:21][C:15]3[O:14][C:13]([C:4]4[CH:5]=[CH:6][C:7]([C:8]5[CH:12]=[CH:11][S:10][CH:9]=5)=[C:2]([N:1]5[C:37](=[O:38])[C:31]6[C:30](=[CH:29][CH:28]=[C:33]([C:34]([OH:36])=[O:35])[CH:32]=6)[C:40]5=[O:39])[CH:3]=4)=[N:17][C:16]=3[CH:18]=2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884636HCID 21884636, compound

Product 1

HCID 21884627HCID 21884627, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-4-(3-thienyl)phenyl)-5-phenylbenzoxazole (61 mg, 0.16 mmol) and 1,2,4-benzenetricarboxylic anhydride (32 mg, 0.16 mmol) the title compound was obtained (66 mg, 75%). 1H NMR (DMSO) δ 8.50(d, 1H), 8.41(m, 2H), 8.30(s, 1H), 8.07(m, 2H), 7.90(m, 2H), 7.75(m, 3H), 7.62(m, 1H), 7.55(m, 1H), 7.50(m, 2H), 7.40(t, 1H), 7.11(dd, 1H). MS 540.7 m/z (M−H)−.

Sources & evidence

ORD record: ord-78858e2d80a74540b59d87c04b7afcba
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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