Trimellitic anhydride → 2-[3-(Naphth[2,3-d]oxazol-2-yl)phenyl]-2,3-dihydro-1,3-dioxo-1h-isoindole-5-carboxylic acid

HRID 722471Notes

Reaction equation

HRID 722471 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[O:9][C:10]3[CH:20]=[C:19]4[C:14]([CH:15]=[CH:16][CH:17]=[CH:18]4)=[CH:13][C:11]=3[N:12]=2)[CH:5]=[CH:6][CH:7]=1.[CH:21]1[C:26]([C:27]([OH:29])=[O:28])=[CH:25][C:24]2[C:30]([O:32][C:33](=O)[C:23]=2[CH:22]=1)=[O:31]>>[O:9]1[C:10]2[CH:20]=[C:19]3[C:14](=[CH:13][C:11]=2[N:12]=[C:8]1[C:4]1[CH:3]=[C:2]([N:1]2[C:30](=[O:31])[C:24]4[C:23](=[CH:22][CH:21]=[C:26]([C:27]([OH:29])=[O:28])[CH:25]=4)[C:33]2=[O:32])[CH:7]=[CH:6][CH:5]=1)[CH:15]=[CH:16][CH:17]=[CH:18]3

Participants

3

Reactant 2

HCID 11089Trimellitic anhydrideHCID 21884388HCID 21884388, compound

Product 1

HCID 101948512-[3-(Naphth[2,3-d]oxazol-2-yl)phenyl]-2,3-dihydro-1,3-dioxo-1h-isoindole-5-carboxylic acid

Procedure

Prepared by the method of Example 1b), from 2-(3-aminophenyl)naphth[2,3-d]oxazole (36 mg, 0.14 mmol) and 1,2,4-benzenetricarboxylic anhydride (30 mg, 0.16 mmol) the title compound was obtained, 30 mg (44%). 1H NMR (DMSO) δ 8.45(m, 2H), 8.38(d, 3H), 8.30(s, 1H), 8.12(m, 3H), 7.82(m, 2H), 7.55(m, 2H). MS 433 m/z (M−H)−.

Sources & evidence

ORD record
ord-37b3c8f205ae4aa3a3c3ac40138d5e72
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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