Trimellitic anhydride → HCID 21884555, compound

HRID 722557Notes

Reaction equation

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

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884568HCID 21884568, compound

Product 1

HCID 21884555HCID 21884555, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-6-propylaminophenyl)naphth[2,3-d]oxazole (100 mg, 0.32 mmol) and 1,2,4-benzenetricarboxylic anhydride (67 mg, 0.35 mmol) the title compound was obtained (97 mg, 62%). 1H NMR (DMSO) δ 8.61(t, 1H), 8.42(dd, 1H), 8.32(m, 2H), 8.19(m, 2H), 8.11–8.05(m, 3H), 7.51(m, 3H), 7.05(d, 1H), 3.39(q, 2H), 1.79(m, 2H), 1.10(t, 3H). MS 490.0 m/z (M−H)−.

Sources & evidence

ORD record: ord-7f85c79313114bcc8104083b5d86d22f
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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