HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 3-(4-chlorobenzylidene)-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-Chlorobenzaldehyde | HCID 7726 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 1H-Naphtho[2,1-b][1,4]thiazin-2(3H)-one | HCID 13823452 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(4-chlorobenzylidene)-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one | HCID 53764522 | 52.8% |
Reaction Steps
A mixture of 1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one (5.17 g), 4-chlorobenzaldehyde (5.62 g), sodium methoxide (1.73 g) and dimethylformamide (80 ml) is refluxed for 4.5 hours. After cooling, the reaction mixture is poured into water and the resulting precipitate is separated by filtration, washed and dried and then is recrystallized from tetrahydrofuran-n-hexane to give 3-(4-chlorobenzylidene)-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one (4.28 g). M.p. 277°-279° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05281592 |
| Source dataset | uspto-grants-1994_01 |
| ORD ID | ord-74230d890d7741afbc348924db4e9c4f |
| Source note | uspto-grants-1994_01 |