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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 430650Generated: October 25, 2026

Methylamine → 8-[(Methylimino)methyl]-5-(4-nitrophenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

https://huagongshe.com/reaction/430650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant8-formyl-5-(4-nitrophenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepineHCID 10893077—
SolventEthanolHCID 702—
SolventDichloromethane methanolHCID 21226129—
Product8-[(Methylimino)methyl]-5-(4-nitrophenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepineHCID 18183220—

Reaction Steps

2.0 g (5.9 mmol) of 8-formyl-5-(4-nitrophenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepine is dissolved in 100 ml of a 1:1 mixture of dichloromethane-methanol-mixed with 40 ml of a 33% solution of methylamine in ethanol and allowed to stand for 24 hours at room temperature. Then, the solvent is drawn off, and the residue is boiled with 25 ml of ethanol. After filtration, 1.95 g (93%) of the title compound with a melting point of 245-247° C. (decomposition) is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06323197B1
Source datasetuspto-grants-2001_11
ORD IDord-af9ff1d1d2ff42cebe9eab2f0c4a5144
Source noteuspto-grants-2001_11