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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503225Generated: October 25, 2026

Diisopropyl Ether → 5-Methylbenzimidazolone

https://huagongshe.com/reaction/1503225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
Reactant3,4-DiaminotolueneHCID 10332—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product5-MethylbenzimidazoloneHCID 22313481.1%

Reaction Steps

To a solution of 4-methyl-1,2-phenylenediamine (1) (25 g) in tetrahydrofuran (375 mL) was added dropwise a solution of 1,1′-carbonyldiimidazole (36.5 g) in dichloromethane (375 mL). After stirring at room temperature for 6.5 hr, diisopropylether (375 mL) was added to the reaction mixture. After stirring at room temperature, the resulting precipitate was collected by filtration. The precipitate was washed with diisopropyl ether, and dried under reduced pressure to give 5-methyl-1,3-dihydrobenzimidazol-2-one (2) (24.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212169B2
Source datasetuspto-grants-2015_12
ORD IDord-5d4a4d46e4d341b2ad72b1f0468b94d1
Source noteuspto-grants-2015_12