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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 362427Generated: October 25, 2026

Tetrahydrofuran → N-[4-[(6,11-Dihydro-5H-dibenz[b,e]azepin-5-yl)carbonyl]phenyl]-N-[(dimethylamino)methyl]-2-methylbenzamide

https://huagongshe.com/reaction/362427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantN-[4-(6,11-Dihydro-dibenzo[b,e]azepine-5-carbonyl)-phenyl]-2-methyl-benzamideHCID 15307968—
ReactantN,N-dimethylmethyleneammoniumiodideHCID 21892197—
SolventDiethyl EtherHCID 3283—
ProductN-[4-[(6,11-Dihydro-5H-dibenz[b,e]azepin-5-yl)carbonyl]phenyl]-N-[(dimethylamino)methyl]-2-methylbenzamideHCID 44212558—

Reaction Steps

To a suspension of 14 mg of 60% sodium hydride in oil, in 2 ml of tetrahydrofuran is added 0.13 g of N-[4-[(6,11-dihydro-5H-dibenz[b,e]azepin-5-yl)carbonyl]phenyl]-2-methylbenzamide. The reactants are stirred for 1 hour and 62 mg of N,N-dimethylmethylene ammonium iodide added followed by stirring for 2 hours. The mixture is diluted with 10 ml of ether and filtered. The filtrate is evaporated in vacuo to a residue which is stirred with hexanes to give 0.13 g of the desired product as a white solid, m.p. 131°-133° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05869483
Source datasetuspto-grants-1999_02
ORD IDord-9111d43be2f34609a5052d2330c46123
Source noteuspto-grants-1999_02