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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 430654Generated: October 26, 2026

Butyrohydrazide → 9-Bromo-6-(4-nitrophenyl)-8-methoxy-3-propyl-11h-[1,2,4]triazolo[4,3-c][2,3]benzodiazepine

https://huagongshe.com/reaction/430654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyrohydrazideHCID 77079—
Reactant7-Bromo-8-methoxy-4-methylthio-1-(4-nitrophenyl)-5h-2,3-benzodiazepineHCID 18183198—
CatalystHydrochloric AcidHCID 313—
SolventDimethylformamideHCID 6228—
Product9-Bromo-6-(4-nitrophenyl)-8-methoxy-3-propyl-11h-[1,2,4]triazolo[4,3-c][2,3]benzodiazepineHCID 1818318983%

Reaction Conditions

Temperature112.5 °C

Reaction Steps

1.17 g (2.78 mmol) of the compound of step B is dissolved in 40 ml of anhydrous DMF and mixed with 0.73 g (8.4 mmol) of butyric acid hydrazide as well as 3 drops of concentrated HCl. The mixture is stirred for 5 hours at 110-115° C. Then, the mixture is poured onto ice (160 g) and stirred for 1 more hour. The precipitated crystals are suctioned off and washed with water. 1.05 g (83%) of 9-bromo-6-(4-nitrophenyl)-8-methoxy-3-propyl-11H-[1,2,4]triazolo(4,3-c][2,3]benzodiazepine with a melting point of 238-240° C. is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06323197B1
Source datasetuspto-grants-2001_11
ORD IDord-728f87f35c844e35992bb1586774ce43
Source noteuspto-grants-2001_11