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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25087Generated: October 31, 2026

Sodium Hydroxide → (+/-)-8-Methyl-5-(4-nitrophenyl)-7-(2-pyrimidinyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

https://huagongshe.com/reaction/25087

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-{6-[(4-Nitrophenyl)-(pyrimidin-2-yl-hydrazono)-methyl]-benzo-1,3-dioxol-5-yl}-propan-2-ol mesylateHCID 131724742—
SolventDichloromethane methanolHCID 21226129—
Product(+/-)-8-Methyl-5-(4-nitrophenyl)-7-(2-pyrimidinyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepineHCID 2256548777.5%

Reaction Steps

A mixture of 3.13 g (6.27 mmol) of the compound obtained in Step B, 60 ml of a 1:1 mixture of dichloromethane-methanol and 0.52 ml (6.90 mmol) of 50% sodium hydroxide solution was stirred at room for 1.5 h. After filtration the reaction mixture was concentrated, the residue was treated with water and recrystallized from three fold dimethylformamide containing 10% water to yield 1.96 g (77%) of the title compound; Mp.: 261-263° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858605B2
Source datasetuspto-grants-2005_02
ORD IDord-c641818e40aa43a2ac61a768a117d1fa
Source noteuspto-grants-2005_02