Trimellitic anhydride → HCID 21884416, compound

HRID 722548Notes

Reaction equation

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

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884516HCID 21884516, compound

Product 1

HCID 21884416HCID 21884416, compound

Procedure

Prepared by the method of Example 1b), from 2-(5-amino-2-butylaminophenyl)-5-phenylbenzoxazole (409 mg, 1.14 mmol) and 1,2,4-benzenetricarboxylic anhydride (219 mg, 1.14 mmol) the title compound was obtained (390 mg, 64%). 1H NMR (DMSO) δ 8.71(t, 1H), 8.65(dd, 1H), 8.36(d, 1H), 8.29(m, 2H), 8.08(d, 1H), 8.00(d, 2H), 7.93(dd, 1H), 7.73(m, 3H) 7.62(t, 1H), 7.27(d, 1H), 3.60(m, 2H), 1.97(q, 2H), 1.74(m, 2H), 1.22(t, 3H) MS 532 m/z (M+H)+.

Sources & evidence

ORD record: ord-2ff6b2b74257412696c78b02f362437e
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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