Trimellitic anhydride → HCID 21884647, compound

HRID 722633Notes

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]([S:25]([CH2:28][CH3:29])(=[O:27])=[O:26])=[CH:21][CH:20]=4)=[CH:15][C:13]=3[N:14]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[CH:30]1[C:35]([C:36]([OH:38])=[O:37])=[CH:34][C:33]2[C:39]([O:41][C:42](=O)[C:32]=2[CH:31]=1)=[O:40]>>[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[CH:24]=[CH:23][C:22]([S:25]([CH2:28][CH3:29])(=[O:27])=[O:26])=[CH:21][CH:20]=4)=[CH:15][C:13]=3[N:14]=2)=[CH:3][C:2]=1[N:1]1[C:39](=[O:40])[C:33]2[C:32](=[CH:31][CH:30]=[C:35]([C:36]([OH:38])=[O:37])[CH:34]=2)[C:42]1=[O:41]

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884609HCID 21884609, compound

Product 1

HCID 21884647HCID 21884647, compound

Procedure

Prepared by the method of Example 1b), from 2-(3-amino-4-methoxyphenyl)-5-(4-ethylsulfonylphenyl)benzoxazole (63 mg, 0.15 mmol) and 1,2,4-benzenetricarboxylic anhydride (29 mg, 0.15 mmol) the title compound was obtained (34 mg, 39%). 1H NMR (DMSO) δ 8.57(dd, 1H), 8.57(m, 4H), 8.30(d, 1H) 8.10(m, 4H), 8.03(d, 1H), 7.92(dd, 1H), 7.61(d, 1H), 4.00(s, 3H), 3.45(q, 2H), 1.25(t, 3H). MS 583 m/z (M+H)+.

Sources & evidence

ORD record: ord-309345ae06594cac85e9102d09fbd21b
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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