Carbonodithioic acid, O-ethyl S-[6-(trifluoromethyl)-3-pyridinyl] ester synthesis
- Product Name:Carbonodithioic acid, O-ethyl S-[6-(trifluoromethyl)-3-pyridinyl] ester
- CAS Number:820225-10-3
- Molecular formula:C9H8F3NOS2
- Molecular Weight:267.29
Yield:820225-10-3 82%
Reaction Conditions:
with toluene-4-sulfonic acid;sodium nitrite in water;acetonitrile at 20; for 2 h;
Steps:
11.1 Step 1 : O-ethyl S-(6-(trifluoromethyl)pyridin-3-yl) carbonodithioate
To a solution of p-toluenesulfonic acid monohydrate (30 g, 160 mmol) in CH3CN (100 mL) and water (10 mL) was added a solution of 6-(trifluoromethyl)pyridin-3-amine (10 g, 62 mmol) in CH3CN (40 mL) followed by a solution of potassium O-ethyl carbonodithioate (20 g, 125 mmol) and sodium nitrite (8 g, 120 mmol) in water (50 mL). The reaction mixture was stirred at rt for 2 h, then diluted with water and extracted with EtOAc (2 x 100 mL). The combined organic layers were washed with NaHC03 and water, dried over MgS04, filtered and concentrated. The crude product was purified by flash column chromatography (Si02) eluting with a gradient of 0-5% EtOAc in hexanes to give the title compound as a light yellow oil (13.5 g, 82% yield). MS (m/z) 267.8 (M+H+).
References:
WO2018/55526,2018,A1 Location in patent:Page/Page column 78-79
140-89-6
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