Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sec-Butylamine | HCID 24874 | — |
| Reactant | HCID 20272574 | HCID 20272574 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 12767738 | HCID 12767738 | — |
Reaction Steps
A nitration mixture, consisting of 16.1 ml. of H2SO4 (d 1.84) and 1.9 ml. of HNO3 (d 1.5), is heated to 55° C. and 3.5 grams of 5-chloro-2-(trifluoromethyl)toluene is slowly added. The mixture is heated for one hour at 55° C. followed by one hour at 110° C. The reaction mixture is cooled and poured onto ice to give 5-chloro-2-(trifluoromethyl)-4,5-dinitrotoluene as a cream-colored solid. The product is crystallized from cyclohexane to give 3.6 grams of cream-colored crystals, melting point 81° C. to 82° C. 1.8 Grams of 5-chloro-2-(trifluoromethyl)-4,6-dinitrotoluene is refluxed for 15 minutes with 3 ml. of mono-sec-butylamine and 30 ml. of benzene, cooled, filtered, washed with water until neutral, dried, and vacuum stripped to give 1.5 grams of N-sec-butyl-3-methyl-2,6-dinitro-4-(trifluoromethyl)aniline as a yellow solid, melting point 38° C. to 39° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04101582 |
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| Source dataset | uspto-grants-1978_07 |
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| ORD ID | ord-02693eb6ae1644bcb5e0f3144617c32e |
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| Source note | uspto-grants-1978_07 |
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