HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844783Generated: October 25, 2026
Hexamethylphosphoramide → Methyl 4-cyano-3-nitrobenzoate
https://huagongshe.com/reaction/1844783
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hexamethylphosphoramide | HCID 12679 | — |
| Reactant | Methyl 4-iodo-3-nitrobenzoate | HCID 297884 | — |
| Product | Methyl 4-cyano-3-nitrobenzoate | HCID 53419688 | 80.4% |
Reaction Steps
5 g (0.016 mol) Methyl 4-iodo-3-nitrobenzoate (Compound IV-1), 1.77 g (0.02 mol) cuprous cyanide and 15 ml hexamethylphosphoric triamide were added into a reaction flask, and heated to 100° C. and reacted for 1 hour. After the reaction was completed, the mixture was cooled to room temperature, then extracted with 100 ml ethyl acetate, and the organic layer was washed with water for three times, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to dryness, separated by column chromatography to obtain methyl 4-cyano-3-nitrobenzoate (Compound II-8), 2.7 g (0.013 mol), yield 80.4%.
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-66f4b5b90a1a4a659c1917621c48b0d0 |
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| Source note | uspto-grants-2015_02 |
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