Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 4'-Fluoroacetophenone | HCID 9828 | — |
| Reactant | HCID 21658587 | HCID 21658587 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 19905290 | HCID 19905290 | 83.7% |
Reaction Steps
A mixture containing 8.28 g (0.06 mol) of 4-fluoroacetophenone, 11.05 g (0.06 mol) of tetrahydro-1,3-thiazine hydrobromide, 2.70 g (0.09 mol) of paraformaldehyde, 25 ml ethanol and 0.1 ml of 48% hydrobromic acid is heated under reflux while stirring. After one hour an additional amount of 1.8 g (0.06 mol) of paraformaldehyde is portionwise added, the reaction mixture is heated for an additional 2 hours and then 80 ml of acetone are added. The mixture is cooled at -5° C. to give 12.73 g of product which is recrystallized from methanol to obtain 9.02 g (45.0%) of glistening crystalline hydrobromide of the title compound, m.p.: 210°-203° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05096902 |
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| Source dataset | uspto-grants-1992_03 |
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| ORD ID | ord-df0d79064d4246f993c97a70bd58f762 |
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| Source note | uspto-grants-1992_03 |
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