HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one → {{5-[3,6-Dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl}oxy}acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one | HCID 3723862 | — |
| Reactant | [(5-Amino-1,2-benzisothiazol-3-yl)oxy]acetonitrile | HCID 18314508 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | {{5-[3,6-Dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl}oxy}acetonitrile | HCID 15477614 | 34% |
Reaction Steps
A mixture of [(5-amino-1,2-benzisothiazol-3-yl)oxy]-acetonitrile (4.30 g, 21.0 mmol) and 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (4.37 g, 21.0 mmol) in acetic acid is refluxed for three hours, stirred overnight at room temperature, and poured into an ice-water mixture. The resultant aqueous mixture is filtered to obtain a solid. The solid is washed with water and dried overnight in a vacuum oven at 55° C. to give the title product as a brown solid (2.63 g, mp 254-258° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06355796B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-8a18e959c4184e0e95e78be06530fc6f |
| Source note | uspto-grants-2002_03 |