HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (-)-(4S)-4-cyclohexylmethyl-4,5-dihydro-1,3-thiazol-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N-(tert-butyl)-N'-[(1S)-1-cyclohexylmethyl-2-hydroxyethyl]thiourea | HCID 86584434 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (-)-(4S)-4-cyclohexylmethyl-4,5-dihydro-1,3-thiazol-2-ylamine | HCID 69697481 | 44.6% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
The process is performed as in Example 1, starting with 11.1 g of N-(tert-butyl)-N′-[(1S)-1-cyclohexylmethyl-2-hydroxyethyl]thiourea in 110 cm3 of aqueous 6N hydrochloric acid maintained at a temperature in the region of 100° C. for 2 hours. By means of an identical work-up, 3.6 g of (−)-(4S)-4-cyclohexylmethyl-4,5-dihydro-1,3-thiazol-2-ylamine are obtained in the form of a white solid melting at 169° C. (αD20=−33.9±0.8 at a concentration of 0.5% in methanol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06699895B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-6a59d15058714a7a8fc3f3286de463f2 |
| Source note | uspto-grants-2004_03 |