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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1414516Generated: October 25, 2026

Sodium amide → 1,5-Dimethyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione

https://huagongshe.com/reaction/1414516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium amideHCID 24533—
ReactantMethyl sulfate(1-)HCID 4694097—
Reactant1-methyl 1,2,4,5-tetrahydro 2,4-diketo 3H-1,5-benzodiazepineHCID 22749241—
SolventO-XyleneHCID 7237—
Product1,5-Dimethyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dioneHCID 536009—

Reaction Steps

2 g of sodium amide are added to a suspension of 9.5 g of 1-methyl 1,2,4,5-tetrahydro 2,4-diketo 3-H-1,5-benzodiazepine, obtained in the example XIV, in 30 c.c. of xylene, and the whole is heated for about thirty minutes, while agitating, treated with 20 c.c. of methyl-sulfate and as soon as the exothermic reaction has ceased, this is heated and boiled for three hours. The solvent is evaporated under reduced pressure, the residue is taken up in 200 c.c. of a 10% solution of caustic soda, and after agitation, suction filtered, and purified upon crystallisation in 90% ethanol. Yield 4.5 g; melting point : 240°-242° C. Analysis: C11H12N2O2Calculated: C % 64.69 H % 5.92; N % 13.72; Found: 64.67; 6.12; 13.95.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04001408
Source datasetuspto-grants-1977_01
ORD IDord-60b7cf686da64f508159bc57b5ce7afc
Source noteuspto-grants-1977_01