2-Amino-4,5-dichlorophenol

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2-Amino-4,5-dichlorophenol manufacturers

2-Amino-4,5-dichlorophenol Basic information
Product Name:2-Amino-4,5-dichlorophenol
Synonyms:2-Amino-4,5-dichlorophenol;4,5-Dichloro-2-hydroxyaniline;2-AMINO-4,5-DICHLORPHENOL;Phenol, 2-amino-4,5-dichloro-;Lenvatinib Impurity 87
CAS:28443-57-4
MF:C6H5Cl2NO
MW:178.02
EINECS:
Product Categories:
Mol File:28443-57-4.mol
2-Amino-4,5-dichlorophenol Structure
2-Amino-4,5-dichlorophenol Chemical Properties
Melting point 174-175 °C
Boiling point 309.1±42.0 °C(Predicted)
density 1.560±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
form powder
pka8.36±0.23(Predicted)
color Very dark beige to very dark brown
EPA Substance Registry SystemPhenol, 2-amino-4,5-dichloro- (28443-57-4)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
HS Code 29089990
MSDS Information
2-Amino-4,5-dichlorophenol Usage And Synthesis
Synthesis
4,5-DICHLORO-2-NITROPHENOL

39224-65-2

2-Amino-4,5-dichlorophenol

28443-57-4

The general procedure for the synthesis of 2-hydroxy-4,5-dichloroaniline from 4,5-dichloro-2-nitrophenol was as follows: to a stirred mixed solution of 4,5-dichloro-2-nitrophenol (15 g, 72 mmol) in acetic acid (150 mL) and water (450 mL) was added powdered iron (16 g, 285 mmol) in batches. The reaction mixture was stirred continuously at 50 °C for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subjected to filtration operation and the filter cake was washed with ethyl acetate. The filtrate was subsequently extracted with ethyl acetate. The combined organic layers were washed sequentially with water, NaHCO3 (aq.) and brine, dried over Na2SO4 and concentrated under vacuum to give the final target product 2-hydroxy-4,5-dichloroaniline (10 g, 78% yield).

References[1] Journal of Organic Chemistry, 1996, vol. 61, # 10, p. 3289 - 3297
[2] Patent: US2014/288045, 2014, A1. Location in patent: Paragraph 0456
[3] European Journal of Medicinal Chemistry, 2012, vol. 56, p. 108 - 119
[4] Patent: WO2018/37223, 2018, A1. Location in patent: Page/Page column 81
[5] Journal of the Chemical Society, 1956, p. 4727,4730
2-Amino-4,5-dichlorophenol Preparation Products And Raw materials
Raw materials4,5-Dichloro-2-nitrophenol-->Water-->Iron-->Acetic acid
Preparation Products2,3,4-Trichloroaniline-->5,6-Dichloro-2(3H)-benzoxazolethione
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