Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 1-Propanol | HCID 1031 | — |
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | HCID 86718785 | HCID 86718785 | — |
| Product | HCID 86718784 | HCID 86718784 | 25% |
Reaction Steps
A mixture of paraformaldehyde (235 mg, 7.83 mmol) and tert-butylamine (0.83 mL, 7.83 mmol) in 1-propanol (5 mL) was heated at 80° C. under nitrogen for 2 hours. A solution of 2,6-bis(4-chlorophenyl)pyridin-3-ol (420 mg, 1.33 mmol) in 1-propanol (5 mL) was then added and the reaction mixture refluxed for 6 days. The reaction mixture was cooled to room temperature, stood for 24 hours and filtered to afford 3-(tert-butyl)-6,8-bis(4-chlorophenyl)-3,4-dihydro-2H-pyrido[4,3-e][1,3]oxazine (135.8 mg, 25% yield) as an orange crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09296696B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-6ef7cec99c414a579d34ac216f2928ec |
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| Source note | uspto-grants-2016_03 |
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