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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844788Generated: October 26, 2026

Hexamethylphosphoramide → N-methyl-4-cyano-3-nitrobenzamide

https://huagongshe.com/reaction/1844788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexamethylphosphoramideHCID 12679—
Reactant4-iodo-N-methyl-3-nitrobenzamideHCID 20755545—
ProductN-methyl-4-cyano-3-nitrobenzamideHCID 5733153555.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

2 g (6.53 mmol) N-methyl-4-iodo-3-nitrobenzamide (Compound VII-1), 0.09 g (10.0 mmol) cuprous cyanide and 10 ml hexamethylphosphoric triamide were added into a reaction flask. The mixture was heated to 100° C. and reacted for 40 minutes, and after completing the reaction, the mixture was cooled to room temperature, and then extracted with ethyl acetate. The organic layer was washed with water for three times, dried over anhydrous sodium sulfate, decolorized with activated charcoal, filtered, and the filtrate was concentrated to dryness, recrystallized from ethyl acetate to obtain 0.74 g N-methyl-4-cyano-3-nitrobenzamide (Compound I-27), yield 55.2%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946478B2
Source datasetuspto-grants-2015_02
ORD IDord-2883e507c52c425595d2a93084f6f789
Source noteuspto-grants-2015_02