HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → 4,5-Dihydro-2-(2-sulfamoylphenylmethylthio)thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 2-(Chloromethyl)benzenesulfonamide | HCID 13364627 | — |
| Reactant | HCID 178527880 | HCID 178527880 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4,5-Dihydro-2-(2-sulfamoylphenylmethylthio)thiazole | HCID 20041744 | 82.4% |
Reaction Steps
With cooling, 7.9 g of 97% 1,8-diazabicyclo[5.4.0]undec-7-ene are added to a suspension of 6.2 g of 97% 4,5-dihydro-2-mercaptothiazole in 50 ml of acetonitrile. To the yellow solution so obtained are added 10.3 g of 2-chloromethylbenzenesulfonamide and the reaction mixture is stirred for 1 hour at 20°-25° C. The reaction solution is then diluted with about 1 liter of water. The precipitate is isolated by filtration and dried, affording 11.9 g (76% of theory) of 4,5-dihydro-2-(2-sulfamoylphenylmethylthio)thiazole of m.p. 123°-125° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04833252 |
| Source dataset | uspto-grants-1989_05 |
| ORD ID | ord-d1595ff3a773421eba2f8c639abf8351 |
| Source note | uspto-grants-1989_05 |