Trimellitic anhydride → HCID 21884541, compound

HRID 722530Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[CH:4][C:5](C(C)C)=[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:26]1[C:31]([C:32]([OH:34])=[O:33])=[CH:30][C:29]2[C:35]([O:37][C:38](=[O:39])[C:28]=2[CH:27]=1)=O>>[CH:10]([O:9][C:5]1[CH:4]=[CH:3][C:2]([N:1]2[C:35](=[O:37])[C:29]3[C:28](=[CH:27][CH:26]=[C:31]([C:32]([OH:34])=[O:33])[CH:30]=3)[C:38]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)([CH3:16])[CH3:11]

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884634HCID 21884634, compound

Product 1

HCID 21884541HCID 21884541, compound

Procedure

Prepared by the method of Example 1b), from 2-(5-amino-2-isopropylphenyl)-5-phenylbenzoxazole (188 mg, 0.55 mmol) and 1,2,4-benzenetricarboxylic anhydride (106 mg, 0.55 mmol) the title compound was obtained (102 mg, 36%). 1H NMR (DMSO) δ 8.42(dd, 1H), 8.32(s, 1H), 8.18(d, 1H), 8.09(m, 2H), 7.85(d, 1H), 7.71(m, 3H), 7.50(m, 3H), 7.39(t, 1H), 4.87(m, 1H), 1.41(d, 6H). MS 519 m/z (M+H)+.

Sources & evidence

ORD record: ord-7ab5f75f1d3a47c1a2cb36e9c3f5bf7f
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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