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2,3-Dichloro-4-Methylaniline synthesis
- Product Name:2,3-Dichloro-4-Methylaniline
- CAS Number:80026-12-6
- Molecular formula:C7H7Cl2N
- Molecular Weight:176.0432
![3-Chloro-4-methylaniline](/CAS/GIF/95-74-9.gif)
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![2,3-Dichloro-4-Methylaniline](/CAS/20150408/GIF/80026-12-6.gif)
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Yield:80026-12-6 40%
Reaction Conditions:
with N-chloro-succinimide in N,N-dimethyl-formamide at 0 - 20; for 12 h;
Steps:
1 Step 1
To a solution of 3-chloro-4-methylaniline (5.00 g, 35.3 mmol, 1 .00 eq) in N, Ni di methyformamide (50.0 mL) at 0°C was added 1 -chloropyrrolidine-2, 5-dione (5.00 g, 37.4 mmol, 1 .06 eq) in dimethyformamide (20.0 mL) dropwise. The reaction was stirred at (0434) 20°C for 1 2 h. Water (50.0 mL) was added and the mixture was extracted with ethyl acetate (2 x 100 mL). The combined organic layers were washed with brine (2 x 50.0 mL), dried over sodium sulfate, and concentrated under reduced pressure to give a residue. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 1 /0 to 3/1 ) to give 2,3-dichloro-4-methylaniline (2.50 g, 14.2 mmol, 40.0% yield) as a black oil.
References:
WO2021/69705,2021,A1 Location in patent:Page/Page column 167
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