Trimellitic anhydride → HCID 58743033, compound

HRID 722546Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[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]>>[N:23]1([C:5]2[CH:4]=[CH:3][C:2]([N:1]3[C:38](=[O:39])[C:32]4[C:31](=[CH:30][CH:29]=[C:34]([C:35]([OH:37])=[O:36])[CH:33]=4)[C:41]3=[O:40])=[CH:7][C:6]=2[C:8]2[O:9][C:10]3[CH:16]=[CH:15][C:14]([C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)=[CH:13][C:11]=3[N:12]=2)[CH2:24][CH2:25][O:26][CH2:27][CH2:28]1

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884384HCID 21884384, compound

Product 1

HCID 58743033HCID 58743033, compound

Procedure

Prepared by the method of Example 1b), from 2-(5-amino-2-(4-morpholinyl)phenyl)-5-phenylbenzoxazole (175 mg, 0.47 mmol) and 1,2,4-benzenetricarboxylic anhydride (90 mg, 0.47 mmol) the title compound was obtained (136 mg, 53%). 1H NMR (DMSO) δ 8.43(dd, 1H), 8.32(s, 1H), 8.18(d, 1H), 8.09(m, 2H), 7.90(d, 1H), 7.75(m, 3H), 7.65(dd, 1H), 7.50(t, 2H), 7.38(m, 2H), 3.80(m, 4H), 3.05(m, 4H). MS 546 m/z (M+H)+.

Sources & evidence

ORD record: ord-198e5becd1174d31900675d048ceba3b
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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