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2-(CHLOROMETHYL)ISONICOTINONITRILE synthesis
- Product Name:2-(CHLOROMETHYL)ISONICOTINONITRILE
- CAS Number:51454-64-9
- Molecular formula:C7H5ClN2
- Molecular Weight:152.58
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Yield:51454-64-9 70%
Reaction Conditions:
with dichloro sulfoxide in N,N-dimethyl-formamide at 0 - 20; for 12 h;
Steps:
1.1-8 1-8. 4-Cyano-2-chloromethylpyridine (8)
Put the starting material (7) (94 mg, 0.55 mmol) in a round-bottom flask, and add distilled DMF (3 mL) to dissolve it.Thionyl chloride (325 mg, 2.8 mmol) was diluted in DMF (6 mL) in the reaction flask, and then slowly added at 0 °C.After the addition is completed, the mixture is stirred at room temperature for 12 hours.The reaction is terminated by neutralization by adding a saturated aqueous solution ofNaCO3 .After transferring the product in the flask to a separatory funnel, the water layer is extracted 3 times with ethyl acetate.Thereafter, the organic layer is washed with water until all of the DMF is removed.Anhydrous MgSO4was added to the collected organic layers to remove water, and a desiccant was filtered using a glass filter under reduced pressure.The organic solvent is removed using a rotary evaporation dryer.When it is confirmed that the reaction has completely progressed, the solvent is removed using a rotary evaporation dryer.This gave the product 8 in the form of a brown oil;(695 mg, 70%);
References:
WO2022/145982,2022,A1 Location in patent:Paragraph 157; 187-190
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