Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | 4-Methyl-3,5-dinitrobenzamide | HCID 3318698 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Methyl-3,5-dinitrobenzonitrile | HCID 5134316 | 75.3% |
Reaction Steps
Phosphorus pentachloride (1.082 g) is added over about 30 minutes into a mixture of 4-methyl-3,5-dinitrobenzamide (6) (1.04 g) in acetonitrile (20 mL, 15 g). The mixture is then heated to about 60° C. for about 4 hours. The solution is then cooled to ambient temperature and is slowly added to an ice and water mixture (20 mL). The mixture is cooled to about 5° C., whereupon ammonium hydroxide is added until a pH of about 8 is attained. The product that precipitates is filtered, washed with water (10 mL), and dried to provide 4-methyl-3,5-dinitrobenzonitrile (4) (0.72 g, 75% Yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07304084B2 |
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| Source dataset | uspto-grants-2007_12 |
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| ORD ID | ord-d593099b5264428aab91c65b49810e6b |
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| Source note | uspto-grants-2007_12 |
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