2-AMINO-4,4'-DICHLORODIPHENYL ETHER synthesis
- Product Name:2-AMINO-4,4'-DICHLORODIPHENYL ETHER
- CAS Number:121-27-7
- Molecular formula:C12H9Cl2NO
- Molecular Weight:254.11
135-12-6
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$144.00/250mg
121-27-7
119 suppliers
$26.00/1g
Yield: 99%
Reaction Conditions:
with iron(III) chloride;hydrazine hydrate in methanol at 50;
Steps:
3 5.1.3. 5-Chloro-2-(4-chlorophenoxy)aniline (8)22
A solution of 7 (12.0 g, 42.2 mmol), FeCl3 (702 mg, 4.33 mmol), and activated charcoal (3.70 g) in MeOH (360 mL) was stirred at 50 °C, and to the mixture was added hydrazine monohydrate (7.00 mL, 144 mmol) over 10 min, and then stirred under reflux for 1 h. The reaction mixture was cooled down, filtered through Celite, washed with MeOH, and the resulting solution was concentrated under reduced pressure. The residue oil was diluted with EtOAc, and the organic layer was washed with saturated aqueous NaHCO3, brine, and dried over Na2SO4. The insoluble material was filtered off, and the solution was concentrated under reduced pressure to give 8 (10.6 g, 99%) as a colorless solid. Mp 59-61 °C. 1H NMR (400 MHz, CDCl3): δ (ppm) 3.85 (br s, 2H), 6.67 (dd, J = 2.6, 8.2, 1H), 6.76 (d, J = 8.2, 1H), 6.80 (d, J = 2.6, 1H), 6.89 (d, J = 8.7, 2H), 7.26 (d, J = 8.7, 2H). 13C NMR (100 MHz, CDCl3): δ (ppm) 116.07, 118.33, 118.42, 121.04, 127.98, 129.76, 130.17, 139.75, 141.32, 155.81. LC-MS (ESI) m/z 254, 256 [M+H]+.
References:
Nakao, Akira;Suzuki, Hiroko;Ueno, Hiroaki;Iwasaki, Hiroshi;Setsuta, Tomofumi;Kashima, Akiko;Sunada, Shinji [Bioorganic and Medicinal Chemistry,2015,vol. 23,# 15,p. 4952 - 4969]
89-61-2
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$10.00/5g
121-27-7
119 suppliers
$26.00/1g
106-48-9
466 suppliers
$10.00/5 g
121-27-7
119 suppliers
$26.00/1g
106-46-7
500 suppliers
$10.00/5g
121-27-7
119 suppliers
$26.00/1g