HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-[3[4-Methoxy-2-(ethylimino)-5-oxo-4-imidazolidinyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 5-[3-,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-glyoxylate | HCID 20634280 | — |
| Reactant | HCID 178464621 | HCID 178464621 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-[3[4-Methoxy-2-(ethylimino)-5-oxo-4-imidazolidinyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil | HCID 135843666 | 63.9% |
Reaction Steps
A mixture of methyl 5-[3-,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-glyoxylate (0.0820 g, 1.98 mmol), ethyl guanidine hydrochloride (0.270 g, 2.18 mmol), sodium bicarbonate (0.180 g, 2.14 mmol) and methanol is stirred overnight at reflux, cooled to room temperature and poured into water. The resultant suspension is stirred 20 minutes and filtered with cold water wash to afford the title compound as a white solid (0.610 g, 63.9%, mp 257° C.) which is identified by NMR spectral analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06706663B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-ee636c16b7f94b38a52661005635854c |
| Source note | uspto-grants-2004_03 |