Trimellitic anhydride → HCID 21884423, compound

HRID 722552Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([NH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[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:29]1[C:34]([C:35]([OH:37])=[O:36])=[CH:33][C:32]2[C:38]([O:40][C:41](=O)[C:31]=2[CH:30]=1)=[O:39]>>[CH2:24]([NH:23][C:5]1[CH:4]=[CH:3][C:2]([N:1]2[C:38](=[O:39])[C:32]3[C:31](=[CH:30][CH:29]=[C:34]([C:35]([OH:37])=[O:36])[CH:33]=3)[C:41]2=[O:40])=[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][CH2:26][CH2:27][CH3:28]

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884428HCID 21884428, compound

Product 1

HCID 21884423HCID 21884423, compound

Procedure

Prepared by the method of Example 1b), from 2-(5-amino-2-pentylaminophenyl)-5-phenylbenzoxazole (239 mg, 0.64 mmol) and 1,2,4-benzenetricarboxylic anhydride (123 mg, 0.64 mmol) the title compound was obtained (114 mg, 33%). 1H NMR (DMSO) δ 8.48(t, 1H), 8.43(dd, 1H), 8.30(s, 1H), 8.14(d, 1H), 8.07(m, 2H), 7.83(d, 1H), 7.74(m, 3H), 7.48(m, 3H), 7.39(t, 1H), 7.02(d, 1H), 3.50(m, 2H), 1.75(q, 2H), 1.43(m, 4H), 0.95(t, 3H). MS 546 m/z (M+H)+.

Sources & evidence

ORD record: ord-d2d082bf974247d3b352752901e26047
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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