HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-amino-N-methyl-1,3-thiazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 5-(methylcarbamoyl)thiazol-2-ylcarbamate | HCID 86649520 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-amino-N-methyl-1,3-thiazole-5-carboxamide | HCID 59600355 | 159% |
Reaction Steps
tert-Butyl 5-(methylcarbamoyl)thiazol-2-ylcarbamate (0.77 g, 3.0 mmol) was added to TFA (1.5 mL) that was cooled in a water bath. The solution obtained was stirred at room temperature for 1.5 h. A second batch of TFA (1.5 mL) was added and the reaction mixture was stirred at 40° C. for 30 min and then concentrated in vacuo. To the residue was added 1 M aqueous solution of HCl (3.0 mL, 3.0 mmol) and deionized water (2.0 mL) and the solution concentrated under reduced pressure. Lyophilization gave 2-amino-N-methylthiazole-5-carboxamide (HCl salt, 750 mg) as a white powder. MS found: (M+H)+=158. The crude product was used as such in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304539B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-81d20c88983e419b8e13cec046b1dcd4 |
| Source note | uspto-grants-2012_11 |