HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 1-(2-Chloro-5-thiazolylmethyl)-3,3-dimethyl-2-nitro-1-phenoxythiocarbonylguanidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenyl thioxochloroformate | HCID 70498 | — |
| Reactant | N-(2-chloro-5-thiazolylmethyl)-N',N'-dimethyl-N"-nitroguanidine | HCID 136218199 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(2-Chloro-5-thiazolylmethyl)-3,3-dimethyl-2-nitro-1-phenoxythiocarbonylguanidine | HCID 53814349 | 75.8% |
Reaction Steps
To a mixture of 1-(2-chloro-5-thiazolylmethyl)-3,3-dimethyl-2-nitroguanidine (200 mg), K2CO3 (420 mg) and CH3CN (13 ml) was added phenyl chlorothionoformate (260 mg) dropwise in 3 minutes at 3° C. under stirring. After stirring at room temperature for 4 hours, water (10 ml) was added to the mixture which was extracted with CHCl3 (20 ml). The organic layer was dried over MgSO4 and evaporated in vacuo. The residue was crystallized from AcOEt-Et2O to afford 230 mg of 1-(2-chloro-5-thiazolylmethyl)-3,3-dimethyl-2-nitro-1-phenoxythiocarbonylguanidine (Compound No. 44) as a white crystal, m.p. 161°-162° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05256679 |
| Source dataset | uspto-grants-1993_10 |
| ORD ID | ord-fba465e79bf647b3bec8433209485ee8 |
| Source note | uspto-grants-1993_10 |