Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Butyl nitrite | HCID 10996 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N4-(1-ethyl-propyl)-6-methyl-N2-(2,4,6-trimethyl-phenyl)-pyridine-2,3,4-triamine | HCID 21912187 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 9945768 | HCID 9945768 | 77.8% |
Reaction Steps
A mixture of butyl nitrite (119 mg, 1.15 mmol) and N4-(1-ethyl-propyl)-6-methyl-N2-(2,4,6-trimethyl-phenyl)-pyridine-2,3,4-triamine (250 mg, 0.766 mmol) in anhydrous acetonitrile (16 ml) was heated at 65° C. for 2 hours. The mixture was cooled to room temperature and 2N HCl (16 ml) was added. The mixture was neutralized with 2N NaOH and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated to give 250 mg of the crude product as a brown oil. The oil residue was purified through silica gel column using chloroform as eluent to give 201 mg of the title compound as golden yellow solid. Mp 131-133° C. 1H NMR (CDCl3) ä 7.022(s, 2H), 6.20(s, 1H), 5.44(d, 1H), 3.65(m, 1H), 2.50(s, 3H), 2.36(s, 3H), 1.96(s, 6H), 1.5-1.8(m, 4H), 1.03(t, 6H)ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06900217B2 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-76926b197de54a59b38ad1becac31ca8 |
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| Source note | uspto-grants-2005_05 |
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