Trimellitic anhydride → HCID 21884487, compound

HRID 722561Notes

Reaction equation

HRID 722561 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]([Cl:21])=[CH:17][C:15]=3[N:16]=2)[C:5]([NH:8][CH2:9][CH2:10][CH3:11])=[CH:6][CH:7]=1.[CH:22]1[C:27]([C:28]([OH:30])=[O:29])=[CH:26][C:25]2[C:31]([O:33][C:34](=O)[C:24]=2[CH:23]=1)=[O:32]>>[Cl: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:31](=[O:32])[C:25]5[C:24](=[CH:23][CH:22]=[C:27]([C:28]([OH:30])=[O:29])[CH:26]=5)[C:34]4=[O:33])[CH:7]=[CH:6][C:5]=3[NH:8][CH2:9][CH2:10][CH3:11])=[N:16][C:15]=2[CH:17]=1

Participants

3

Reactant 2

HCID 11089Trimellitic anhydrideHCID 21884633HCID 21884633, compound

Product 1

HCID 21884487HCID 21884487, compound

Procedure

Prepared by the method of Example 15f), from 2-(3-amino-6-propylaminophenyl)-5-chlorobenzoxazole (100 mg, 0.33 mmol) and 1,2,4-benzenetricarboxylic anhydride (69 mg, 0.36 mmol) the title compound was obtained (92 mg, 58%). 1H NMR (DMSO) δ 8.41(dd, 1H), 8.37(t, 1H), 8.09–8.05(m, 2H), 7.92(d, 1H), 7.79(d, 1H), 7.47(m, 2H), 7.03(d, 1H), 3.34(m, 2H), 1.74(m, 2H), 1.05(t, 3H). MS m/z 474.0 (M−H)−.

Sources & evidence

ORD record
ord-75c1986f080d49f3b8ccb8b92abc2c65
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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