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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722662Generated: October 26, 2026

Trimellitic anhydride → 2-[4-Propylamino-5-[5-(3-methyl-4-chlorophenyl)benzoxazol-2-yl]phenyl]-1,3-dioxo-2,3-dihydro-1h-isoindole-5-carboxylic acid

https://huagongshe.com/reaction/722662

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimellitic anhydrideHCID 11089—
Reactant2-(3-Amino-6-propylaminophenyl)-5-(3-methyl-4-chlorophenyl)benzoxazoleHCID 21884472—
SolventAcetic AcidHCID 176—
Product2-[4-Propylamino-5-[5-(3-methyl-4-chlorophenyl)benzoxazol-2-yl]phenyl]-1,3-dioxo-2,3-dihydro-1h-isoindole-5-carboxylic acidHCID 21884533—

Reaction Steps

Prepared by the method of Example 15f), from 2-(3-amino-6-propylaminophenyl)-5-(3-methyl-4-chlorophenyl)benzoxazole (94 mg, 0.24 mmol) and 1,2,4-benzenetricarboxylic anhydride (45.6 mg, 0.24 mmol) in acetic acid (10 ml) the title compound was obtained (109 mg, 81%). 1H NMR (DMSO) δ 13.79(s, 1H), 8.49(t, 1H), 8.42(dd, 1H), 8.31(s, 1H), 8.12(d, 1H), 8.07(m, 2H), 7.83(d, 1H), 7.80(d, 1H), 7.71(dd, 1H), 7.61(dd, 1H), 7.48(m, 2H), 7.03(d, 1H), 3.38(m, 2H), 2.42(s, 3H), 1.76(m, 2H), 1.08(t, 3H). MS 566.2 m/z (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138425B2
Source datasetuspto-grants-2006_11
ORD IDord-830170ccdc744394a6954fd84a591aad
Source noteuspto-grants-2006_11