METHYL 2-CHLORO-3-NITROBENZOATE synthesis
- Product Name:METHYL 2-CHLORO-3-NITROBENZOATE
- CAS Number:53553-14-3
- Molecular formula:C8H6ClNO4
- Molecular Weight:215.59
67-56-1
780 suppliers
$7.29/5ml-f
3970-35-2
270 suppliers
$6.00/250mg
53553-14-3
82 suppliers
$14.00/100mg
Yield: 100%
Reaction Conditions:
Stage #1:2-chloro-3-nitrobezoic acid with oxalyl dichloride;N,N-dimethyl-formamide in dichloromethane at 0 - 20; for 6 h;
Stage #2:methanol in dichloromethane
Steps:
22.i
A suspension of 2-chloro-3-nitrobenzic acid (20 g, 99 mmol) in dichloromethane (800 inL) was cooled in an ice bath. Dimethylformamide (0.40 inL) was added to the reaction mixture followed by a dropwise addition of oxalyl chloride (13.85 g, 109 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 6 h. Methanol(200 mL) was added dropwise to the reaction mixture and the reaction mixture was stirred overnight. The reaction mixture was concentrated in vacuo, and the residue was dissolved in dichloromethane and passed through a plug of silica eluting with a 50% ethyl acetate/n-hexanes mixture. The filtrate was concentrated in vacuo to give the title compound (21.5 g, 100%). 1H NMR (CDCl3) δ 3.98 (s, 3H), 7.48 (t, J = 7.8 Hz, IH), 7.84 (d, J = 8.2 Hz, IH), 7.95 (d, J = 7.8 Hz, IH).
References:
TAKEDA PHARMACEUTICAL COMPANY LIMITED WO2008/51533, 2008, A2 Location in patent:Page/Page column 95
3970-35-2
270 suppliers
$6.00/250mg
53553-14-3
82 suppliers
$14.00/100mg
67-56-1
780 suppliers
$7.29/5ml-f
79-37-8
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$17.67/10gm:
3970-35-2
270 suppliers
$6.00/250mg
53553-14-3
82 suppliers
$14.00/100mg
3970-35-2
270 suppliers
$6.00/250mg
18107-18-1
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$33.00/5g
53553-14-3
82 suppliers
$14.00/100mg
75-09-2
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$10.00/25 mL
3970-35-2
270 suppliers
$6.00/250mg
53553-14-3
82 suppliers
$14.00/100mg