2-Amino-5-chlorophenol

Base Information

• Chemical Name: 2-Amino-5-chlorophenol
• CAS No.: 28443-50-7
• Molecular Formula: C6H6ClNO
• Molecular Weight: 143.573
• Hs Code.: 29222990
• European Community (EC) Number: 249-020-3
• UNII: 6VK2H53LQN
• DSSTox Substance ID: DTXSID6067385
• Nikkaji Number: J88.559B
• Wikidata: Q27145090
• Mol file: 28443-50-7.mol

Synonyms:2-amino-5-chlorophenol

Chemical Property of 2-Amino-5-chlorophenol

Chemical Property:

• Appearance/Colour: light brown fine crystalline powder
• Vapor Pressure: 0.00487mmHg at 25°C
• Melting Point: 145-153 °C(lit.)
• Refractive Index: 1.65
• Boiling Point: 267.696 °C at 760 mmHg
• PKA: 8.79±0.10(Predicted)
• Flash Point: 115.699 °C
• PSA: 46.25000
• Density: 1.406 g/cm³
• LogP: 2.20900
• Solubility.: soluble in Methanol
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.0137915
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-chlorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)O)N
• Uses: 2-Amino-5-chlorophenol may be used to synthesize 2-amino-5-chloromuconic semialdehyde and benzoxazole derivatives.

Technology Process of 2-Amino-5-chlorophenol

There total 20 articles about 2-Amino-5-chlorophenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

5-chloro-2-((5-nitropyrimidin-2-yl)amino)phenyl acetate → 2-amino-5-chlorophenol (28443-50-7)

Guidance literature:

With hydrazine hydrate; In tetrahydrofuran; at 25 ℃; for 0.5h; Inert atmosphere;

Reference yield: 85.0%

N-(4-chloro-2-hydroxyphenyl)-2,6-difluorobenzamide (1431459-74-3) → 2-amino-5-chlorophenol (28443-50-7)

Guidance literature:

With hydrazine hydrate; at 100 ℃; for 3h; Sealed tube;

DOI:10.1021/ol400437a

Reference yield: 81.0%

5-chloro-2-nitrophenol (611-07-4) → 2-amino-5-chlorophenol (28443-50-7)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; for 1h; Reflux;

DOI:10.1039/c9ob00572b

upstream raw materials:

5-chloro-2-nitrophenol

N-(4-chloro-2-hydroxyphenyl)acetamide

2-Acetamido-5-chlorophenyl acetate

4-chlorobenzonitrile

Downstream raw materials:

6-chloro-1,3-benzoxazol-2-amine

N-(6-chloro-benzoxazol-2-yl)-N'-isopropyl-guanidine

1-(4-chloro-2-hydroxyphenyl)-3-(3,4-dichlorophenyl)urea

1-(6-chlorobenzo[d]oxazol-2-yl)guanidine

Refernces

• 1、 Oshimoto, Kohei,Tsuji, Hiroaki,Kawatsura, Motoi. "Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols". supporting information. p. 4225 - 4229. Retrieved 2019/05/10.
• 2、 -. "Ortho-aminophenol derivative and preparation method thereof". Paragraph 0068; 0075; 0076; 0077; 0078; 0079. . Retrieved 2018/07/15.