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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 436581Generated: October 25, 2026

Methyl iodide → 8-chloro-1-[[(methylamino)oxy]methyl]-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine

https://huagongshe.com/reaction/436581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant8-chloro-1-[(aminooxy)methyl]6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepineHCID 12612426—
SolventDimethylformamideHCID 6228—
Product8-chloro-1-[[(methylamino)oxy]methyl]-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepineHCID 20361284—

Reaction Steps

A stirred solution of 8-chloro-1-[(aminooxy)methyl]-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine (0.02 mole) in dry dimethylformamide (50 ml.) is cooled in an ice bath under nitrogen and treated successively with a 57% mineral oil suspension of sodium hydride (0.84 g., 0.02 mole) and methyliodide (0.02 mole). The mixture is allowed to come slowly to ambient temperature and stand for 18 hours. It is then concentrated in vacuo. The residue is chromatographed on silica gel with methanol to give 8-chloro-1-[[(methylamino)oxy]methyl]-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04009175
Source datasetuspto-grants-1977_02
ORD IDord-d4766f237d9e4175a7d3d2e3f0a4083b
Source noteuspto-grants-1977_02