3-CHLORO-4-(3-CHLOROPHENOXY)ANILINE synthesis
- Product Name:3-CHLORO-4-(3-CHLOROPHENOXY)ANILINE
- CAS Number:84865-99-6
- Molecular formula:C12H9Cl2NO
- Molecular Weight:254.11
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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84865-99-6
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Yield: 100%
Reaction Conditions:
Stage #1:2-chloro-1-(3-chlorophenoxy)-4-nitrobenzene with iron;acetic acid in ethanol;water at 80; for 0.5 h;
Stage #2: with sodium hydrogencarbonate in water; pH=> 7
Steps:
4
According to Scheme 3 Step 2: A suspension of iron (5.07 mmol, 283 mg), acetic acid (1.22 mmol, 70 μL) and of 2-chloro-l-(3-chlorophenoxy)-4-nitrobenzene (1.02 mmol, 288 mg) in water/EtOH (1 :1, 8 mL) was stirred at 800C for 30 minutes. After evaporation of EtOH, the aqueous phase was basified with a saturated solution of NaHCOs and was extracted with AcOEt. The organic phase was washed with brine, was dried over MgSO4, was filtered and was concentrated under reduced pressure to yield 3- chloro-4-(3-chlorophenoxy)aniline (1.02 mmol, 258 mg, 100%) as a solid. The product was used without further purification.LC (Zorbax SB-Ci8, 3.5μm, 4.6x30mm Column): RT = 2.77 min; MS m/z ES+= 254.
References:
Addex Pharma S.A. WO2009/10454, 2009, A2 Location in patent:Page/Page column 33
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