HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Dimethylaminomethyl)-4-(2-aminoethylthiomethyl)thiazole → N-{2-[[2-(dimethylamino)methyl-4-thiazolyl]methylthio]ethyl}-N'-(beta-hydroxyphenethyl)-2-nitro-1,1-ethenediamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Dimethylaminomethyl)-4-(2-aminoethylthiomethyl)thiazole | HCID 10977318 | — |
| Reactant | 2-Nitromethylene-5-phenyl-oxazolidine | HCID 67897166 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-{2-[[2-(dimethylamino)methyl-4-thiazolyl]methylthio]ethyl}-N'-(beta-hydroxyphenethyl)-2-nitro-1,1-ethenediamine | HCID 70357019 | 68.7% |
Reaction Steps
With 2 ml of ethanol was mixed 1 g of 2-{[2-(dimethylamino)methyl-4-thiazolyl]methylthio}ethylamine and 1.1 g of 2-nitromethylene-5-phenyl-oxazolidine, and the resulting mixture was subjected to reaction under reflux for 1 hour. After completion of the reaction, the reaction mixture was filtered with cooling, and the solvent was removed by distillation under reduced pressure, after which the resulting residue was purified by a column chromatography (Wako Silica Gel C-200, eluent:chloroform:ethanol=20:1 by volume) to obtain 1.3 g (yield 68%) of N-{2-[[2-(dimethylamino)methyl-4-thiazolyl]methylthio]ethyl}-N'-(β-hydroxyphenethyl)-2-nitro-1,1-ethenediamine having a melting point of 100°-101° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04643849 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-379dba73de214d29a08fb2b66d11f4e2 |
| Source note | uspto-grants-1987_02 |