Trimellitic anhydride → HCID 58743031, compound

HRID 722505Notes

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[S:20][C:21]([CH3:24])=[CH:22][CH:23]=4)=[CH:15][C:13]=3[N:14]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[CH:25]1[C:30]([C:31]([OH:33])=[O:32])=[CH:29][C:28]2[C:34]([O:36][C:37](=O)[C:27]=2[CH:26]=1)=[O:35]>>[CH3:9][O:8][C:7]1[CH:6]=[CH:5][C:4]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([C:19]4[S:20][C:21]([CH3:24])=[CH:22][CH:23]=4)=[CH:15][C:13]=3[N:14]=2)=[CH:3][C:2]=1[N:1]1[C:34](=[O:35])[C:28]2[C:27](=[CH:26][CH:25]=[C:30]([C:31]([OH:33])=[O:32])[CH:29]=2)[C:37]1=[O:36]

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884628HCID 21884628, compound

Product 1

HCID 58743031HCID 58743031, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-4-methoxyphenyl-5-[(5-methyl)thiophen-2-yl]benzoxazole (64 mg, 0.19 mmol) and 1,2,4-benzenetricarboxylic anhydride (40 mg, 0.20 mmol) the title compound was obtained (62 mg, 64%). 1H NMR (DMSO) δ 8.45(dd, 1H), 8.36–8.30(m, 3H), 8.11(d, 1H), 7.94(d, 1H), 7.77(d, 1H), 7.61(dd, 1H), 7.49(d, 1H), 7.36(d, 1H), 6.84(dd, 1H), 3.89(s, 3H), 2.50(s, 3H). MS m/z 511.1 (M+H)+.

Sources & evidence

ORD record: ord-84ee0e1c634f4d0998fe8cecb2d75f26
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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