Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | 3-Chloro-2,6-diethylaniline | HCID 597855 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 59800724 | HCID 59800724 | 84.3% |
Reaction Steps
1.83 ml (10.9 mmol) 3-Chloro-2,6-diethyl-phenylamine (1) is dissolved on an ice-bath at 0° C. in 8 ml conc. H2SO4. 562 μl (12.0 mmol; 1.1 eq.) 90% ige HNO3 is added and the reaction mixture is stirred for 2.5 hours at 0° C. The reaction mixture is pored on ca. 200 ml ice and the obtained solution is extracted 8 times with 50 to 100 ml EE each. The combined organic layers are dried over magnesium sulphate and the solvent is removed under reduced pressure yielding 2.1 g of crude product. After purification by flash chromatography 1.24 g (5.42 mmol; 50%) of 2 could be obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08071810B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-af782a260a3d435c90bbedfac70ff201 |
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| Source note | uspto-grants-2011_12 |
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