Dimethylformamide → HCID 178421800, compound

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Ammonium Chloride	HCID 25517	—
Reactant	Sodium Azide	HCID 33557	—
Reactant	(+/-)-8-Methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-7-carbonitrile	HCID 12137416	—
Solvent	Water	HCID 962	—
Product	HCID 178421800	HCID 178421800	101.7%

Reaction Conditions

Temperature	140 °C

Reaction Steps

A mixture of 0.60 g (1.70 mmol) of the starting material XXIII, 3 ml of dimethylformamide, 0.12 g (1.87 mmol) of sodium azide and 0.10 g (1.87 mmol) of ammonium chloride was stirred at 140° C. for 30 min. The cooled reaction mixture was diluted with water and the precipitated crystals were filtered off. The so obtained product was purified by column chromatography using silica gel (MN Kieselgel 60) as adsorbent and a mixture of chloroform-methanol (99:1) as eluent to yield 0.68 g (54%) of the title compound; Mp.: 263-264° C.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06858605B2
Source dataset	uspto-grants-2005_02
ORD ID	ord-2ca105df26b446e984445b4e84d6a6c2
Source note	uspto-grants-2005_02