Trimellitic anhydride → HCID 21884300, compound

HRID 722498Notes

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

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884375HCID 21884375, compound

Product 1

HCID 21884300HCID 21884300, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-4-methoxyphenyl)-5-(4-chlorophenyl)benzoxazole (104 mg, 0.30 mmol) and 1,2,4-benzenetricarboxylic anhydride (58 mg, 0.33 mmol) the title compound was obtained (67 mg, 43%). 1H NMR (DMSO) δ 8.45(dd, 1H), 8.38–8.33(m, 3H), 8.12(d, 1H), 8.05(d, 1H), 7.86(d, 1H), 7.77(d, 1H), 7.70(dd, 1H), 7.55–7.48(m, 3H), 3.89(s, 3H). MS m/z 525.1 (M+H)+.

Sources & evidence

ORD record: ord-e409159f50d84d31bbe1f958242bf9e3
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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