![](/CAS/GIF/51282-49-6.gif)
Methyl 5-chloro-2-nitrobenzoate synthesis
- Product Name:Methyl 5-chloro-2-nitrobenzoate
- CAS Number:51282-49-6
- Molecular formula:C8H6ClNO4
- Molecular Weight:215.59
![Methanol](/CAS/GIF/67-56-1.gif)
67-56-1
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$7.29/5ml-f
![5-Chloro-2-nitrobenzoic acid](/CAS/GIF/2516-95-2.gif)
2516-95-2
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![Methyl 5-chloro-2-nitrobenzoate](/CAS/GIF/51282-49-6.gif)
51282-49-6
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$13.00/5g
Yield: 98.2%
Reaction Conditions:
with thionyl chloride at 80; for 4 h;Cooling with ice;Reflux;
Steps:
methyl 5-chloro-2-nitrobenzoate (4)
To a stirred solution of 5-chloro-2-nitrobenzoic acid 3 (4.02 g, 20 mmol) in 125 ml of methanol, under ice-cooling, was added thionyl chloride (10 ml, 150 mmol) dropwise over 10 minutes. Then the solution was heated to 80, and kept refluxing for about 4 h. Methanol is distilled out and 50 ml of water is added. The separated ester was extracted with EtOAc and washed with 50 ml of saturated sodium bicarbonate solution. Drying (Na2SO4) and evaporation of the EtOAc gave the white solid (4.0 g, 93%). HPLC purity 98.2%; 1H NMR (300 MHz, DMSO-d6) δ 8.14 (dd, J = 8.6, 1.8 Hz, 1H), 7.98 (d, J = 2.3 Hz, 1H), 7.94 - 7.88 (m, 1H), 3.87 (d, J = 1.5 Hz, 3H); ESI-MS m/z: 216.2 [M+H]+.
References:
Geng, Aixin;Cui, Hao;Zhang, Liyuan;Chen, Xin;Li, Hongmei;Lu, Tao;Zhu, Yong [Bioorganic and Medicinal Chemistry Letters,2019,vol. 29,# 13,p. 1605 - 1608] Location in patent:supporting information
![5-Chloro-2-nitrobenzoic acid](/CAS/GIF/2516-95-2.gif)
2516-95-2
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![Iodomethane](/CAS/GIF/74-88-4.gif)
74-88-4
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![Methyl 5-chloro-2-nitrobenzoate](/CAS/GIF/51282-49-6.gif)
51282-49-6
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$13.00/5g
![5-Chloro-2-nitrobenzoic acid](/CAS/GIF/2516-95-2.gif)
2516-95-2
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![Dimethyl sulfate](/CAS/GIF/77-78-1.gif)
77-78-1
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$19.69/1ml
![Methyl 5-chloro-2-nitrobenzoate](/CAS/GIF/51282-49-6.gif)
51282-49-6
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$13.00/5g
![Methyl 3-chlorobenzoate](/CAS/GIF/2905-65-9.gif)
2905-65-9
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![Methyl 5-chloro-2-nitrobenzoate](/CAS/GIF/51282-49-6.gif)
51282-49-6
170 suppliers
$13.00/5g
![5-Chloro-2-nitrobenzoic acid](/CAS/GIF/2516-95-2.gif)
2516-95-2
310 suppliers
$5.00/5g
![Methyl 5-chloro-2-nitrobenzoate](/CAS/GIF/51282-49-6.gif)
51282-49-6
170 suppliers
$13.00/5g