Trimellitic anhydride → HCID 21884600, compound

HRID 722542Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([NH:23][CH2:24][CH2:25][CH3:26])=[C:6]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][C:14]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)=[CH:13][C:11]=3[N:12]=2)[CH:7]=1.[CH:27]1[C:32]([C:33]([OH:35])=[O:34])=[CH:31][C:30]2[C:36]([O:38][C:39](=O)[C:29]=2[CH:28]=1)=[O:37]>>[CH2:24]([NH:23][C:5]1[CH:4]=[CH:3][C:2]([N:1]2[C:36](=[O:37])[C:30]3[C:29](=[CH:28][CH:27]=[C:32]([C:33]([OH:35])=[O:34])[CH:31]=3)[C:39]2=[O:38])=[CH:7][C:6]=1[C:8]1[O:9][C:10]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:13][C:11]=2[N:12]=1)[CH2:25][CH3:26]

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 11523017HCID 11523017, compound

Product 1

HCID 21884600HCID 21884600, compound

Procedure

Prepared by the method of Example 1b), from 2-(5-amino-2-propylaminophenyl)-5-phenylbenzoxazole (161 mg, 0.47 mmol) and 1,2,4-benzenetricarboxylic anhydride (90 mg, 0.47 mmol) the title compound was obtained (174 mg, 72%). 1H NMR (DMSO) δ 8.51(t, 1H), 8.42(dd, 1H), 8.31(s, 1H), 8.15(d, 1H), 8.08(m, 2H), 7.77(m, 4H), 7.50(m, 3H), 7.39(t, 1H), 7.03(d, 1H), 3.40(q, 2H), 1.68(m, 2H), 1.34(t, 3H). MS 518 m/z (M+H)+.

Sources & evidence

ORD record: ord-f20cbd1045dc4ae5b65794383e64d523
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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