Trimellitic anhydride → HCID 21884624, compound

HRID 722576Notes

Reaction equation

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

Participants

Reactant 2

HCID 11089Trimellitic anhydride

HCID 21884535HCID 21884535, compound

Product 1

HCID 21884624HCID 21884624, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-6-propylaminophenyl)-5-methoxybenzoxazole (74 mg, 0.25 mmol) and 1,2,4-benzenetricarboxylic anhydride (54 mg, 0.28 mmol) the title compound was obtained (68 mg, 58%). 1H NMR (DMSO) δ 8.46(t, 1H), 8.41(dd, 1H), 8.22(s, 1H), 8.07(m, 2H), 7.64(d, 1H), 7.45(dd, 1H), 7.37(d, 1H), 7.00(m, 2H), 3.84(s, 3H), 3.34(m, 2H), 1.75(m, 2H), 1.06(t, 3H). MS 470.1 m/z (M−H)−.

Sources & evidence

ORD record: ord-17b5530af1814656a850312a77498cf9
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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