2-AMINO-6-CHLORO-PHENOL

First, NaBH4 (1 mmol) was used as a reducing agent forthe conversion of Ag (+ 1) to Ag (0) in methanol at roomtemperature for 2 h. After that, the Ag/MMT was filtered andused as a catalyst. Then, in a typical procedure, a mixtureof 4-nitrophenol (0.1 mmol), KOH (0.15 mmol), isopropylalcohol (3 mL), and Ag/MMT catalyst (50 mg) 1.01 wtpercentwas stirred at room temperature for an appropriate time(Scheme 2). After the completion of the reaction (monitoredby GC), the catalyst was separated by filtration. The ensuingproduct was extracted with ethyl acetate and repeatedlywashed with water (3–4 times) to remove KOH. The resultingsolvent was evaporated to dryness in vacuum.Stannous chloride (74.76 mmol, 16.87 g) in concentrated HCl (28.5 mL) was added to a of solution of 2-chloro-6-nitrophenol (KR-400Cl) (29.90 mmol, 5.19 g) in ethanol (215 mL) with constant magnetic stirring under argon atmosphere. After 24 hours the reaction was placed on ice and the pH was adjusted to 10 with 1M NaOH. The white precititate was removed by filtration and washed with methanol (40 mL). The filtrate was concentrated in vacuo, redissolved in dichloromethane (75 mL), washed over water (70 mL) and brine(70 mL) respectively, and dried over sodium sulfate. The dichloromethane layer was concentrated under reduced pressure, and silica gel column chromatography of the brown solid (10:1 hexanes/ethyl acetate) provided a crystalline brown solid in a 59percent yield.2-Chloro-6-nitrophenol (1.05 g, 6.03 mmol) and tin powder (2.32 g, 19.5 mmol) were stirred in glacial acetic acid at 80°C.After 18 h, the reaction was diluted with Ha a)

Molecular Weight:143.57
XLogP3:1.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:143.0137915
Monoisotopic Mass:143.0137915
Topological Polar Surface Area:46.2
Heavy Atom Count:9
Complexity:99.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes