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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hexamethylphosphoramide | HCID 12679 | — |
| Reactant | 4-iodo-N-methyl-3-nitrobenzamide | HCID 20755545 | — |
| Product | N-methyl-4-cyano-3-nitrobenzamide | HCID 57331535 | 55.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946478B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-2883e507c52c425595d2a93084f6f789 |
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| Source note | uspto-grants-2015_02 |
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