Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1084556Generated: October 31, 2026

Methanol → 3-Amino-1-methyl-5-phenyl-1H-benzo[E][1,4]diazepin-2(3H)-one

https://huagongshe.com/reaction/1084556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1H-1,4-Benzodiazepine-2,3-dione, 1-methyl-5-phenyl-, 3-oximeHCID 4293899—
CatalystNickelHCID 935—
Product3-Amino-1-methyl-5-phenyl-1H-benzo[E][1,4]diazepin-2(3H)-oneHCID 272968195%

Reaction Steps

A solution of 150 ml of methanol containing 5 g (17.9 mmole) of 1,3-dihydro-1-methyl-3-oximino-5-phenyl-1,4-benzodiazepin-2-one was treated with a slurry of active Raney-nickel catalyst1 (10 g wet weight). The resulting suspension was hydrogenated on a Parr apparatus at 60 psi and 23° C. for 30 hours. The catalyst was removed by filtration and the filtrate was concentrated to afford the title compound in 95% yield. Rf =0.23 (chloroform-ethanol, 95:5), Rf =0.23 (chloroform-methanol-acetic acid-water, 90:10:1:1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05004741
Source datasetuspto-grants-1991_04
ORD IDord-a8152ff2468349fd81f02226e0a1271e
Source noteuspto-grants-1991_04