Ethyl 4,6-dichloronicotinate synthesis
- Product Name:Ethyl 4,6-dichloronicotinate
- CAS Number:40296-46-6
- Molecular formula:C8H7Cl2NO2
- Molecular Weight:220.05
73027-79-9
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$13.00/1g
64-17-5
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$10.00/50g
40296-46-6
330 suppliers
$6.00/1g
Yield:40296-46-6 79%
Reaction Conditions:
Stage #1: 4,6-dichloro-nicotinic acidwith oxalyl dichloride;N,N-dimethyl-formamide in dichloromethane at 0 - 25; for 2 h;
Stage #2: ethanol in dichloromethane at 25; for 2 h;
Steps:
38.A Step A: ethyl 4,6-dichloronicotinate
A mixture of 4,6-dichloronicotinic acid (20 g, 104 mmol) in DCM (200 mL) was cooled to 0 °C before the addition of DMF (0.807 ml, 10.42 mmol) and oxalyl chloride (10.94 ml, 125 mmol). The resulting reaction was stirred at about 0 °C-25 °C. After about 2h, EtOH (48,7 ml, 833 mmol) was slowly added and stirred at about 25 °C for 2 h. The reaction mixture was diluted with ether (50 mL) and the resulting solution was washed with saturated aqueous NaHC03 (3 x 50 mL). The extracts were combined and dried over anhydrous Na2S04, filtered, and the solvent was removed in vacuo to provide ethyl 4,6-dichloronicotinate (18 g. 79%): LC/MS (Table 1, Method d) Rt=1.91 min.; MS m/z = 220 (M+H).
References:
WO2016/198908,2016,A1 Location in patent:Page/Page column 80; 81
6975-44-6
204 suppliers
$17.67/250mgs:
40296-46-6
330 suppliers
$6.00/1g
105-50-0
405 suppliers
$6.00/5g
40296-46-6
330 suppliers
$6.00/1g
6975-44-6
204 suppliers
$17.67/250mgs:
40296-46-6
330 suppliers
$6.00/1g
73027-79-9
269 suppliers
$13.00/1g
40296-46-6
330 suppliers
$6.00/1g