2-Amino-4-chloro-6-nitrophenol

Base Information

• Chemical Name: 2-Amino-4-chloro-6-nitrophenol
• CAS No.: 6358-08-3
• Molecular Formula: C6H5ClN2O3
• Molecular Weight: 188.57
• Hs Code.: 29222990
• European Community (EC) Number: 228-761-6
• UNII: 13D00YQ1U0
• DSSTox Substance ID: DTXSID3074868
• Nikkaji Number: J81.201C
• Wikidata: Q27251508
• Mol file: 6358-08-3.mol

Synonyms:2-AMINO-4-CHLORO-6-NITROPHENOL;6358-08-3;6-amino-4-chloro-2-nitrophenol;2-Amino-4-Chloro-6-Nitro Phenol;2-amino-4-chloro-6-nitro-phenol;Phenol, 2-amino-4-chloro-6-nitro-;13D00YQ1U0;MFCD00035925;EINECS 228-761-6;UNII-13D00YQ1U0;SCHEMBL1248770;4-chlor-6-nitro-2-aminophenol;DTXSID3074868;MHAFRUMLQZZSIN-UHFFFAOYSA-N;5-Chloro-2-hydroxy-3-nitroaniline;STL255775;AKOS015889837;AC-7845;2-Amino-4-chloro-6-nitrophenol, 97%;AS-10939;SY051091;CS-0204320;FT-0636113;EC 228-761-6;EN300-123670;F19701;A834423;W-104900;Q27251508

Chemical Property of 2-Amino-4-chloro-6-nitrophenol

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0.000378mmHg at 25°C
• Melting Point: 158-162 °C(lit.)
• Refractive Index: 1.695
• Boiling Point: 308.3 °C at 760 mmHg
• PKA: 6.06±0.38(Predicted)
• Flash Point: 140.2 °C
• PSA: 92.07000
• Density: 1.655 g/cm³
• LogP: 2.64040
• Solubility.: soluble in Acetone
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 187.9988697
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

99.9% ^*data from raw suppliers

6-Amino-4-chloro-2-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1N)O)[N+](=O)[O-])Cl
• Uses: Intermediate in the preparation of antipsychotics

Technology Process of 2-Amino-4-chloro-6-nitrophenol

There total 6 articles about 2-Amino-4-chloro-6-nitrophenol 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: 91.0%

acetic acid-(5-chloro-2-hydroxy-3-nitro-anilide) (156016-33-0) → 4-chloro-6-nitro-2-aminophenol (6358-08-3)

Guidance literature:

With hydrogenchloride; In propan-1-ol; water; at 0 - 30 ℃; for 4h; Heating / reflux;

Reference yield:

2-hydroxy-5-chloro-aniline (95-85-2) → 4-chloro-6-nitro-2-aminophenol (6358-08-3)

Guidance literature:

Multi-step reaction with 3 steps

2: nitric acid / 25 - 50 °C

3: diluted NaOH-solution

With sodium hydroxide; nitric acid;

Reference yield:

N-(5-chloro-2-hydroxyphenyl)acetamide (26488-93-7) → 4-chloro-6-nitro-2-aminophenol (6358-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid / 25 - 50 °C

2: diluted NaOH-solution

With sodium hydroxide; nitric acid;

upstream raw materials:

4-chloro-2,6-dinitrophenol

acetic acid-(5-chloro-2-hydroxy-3-nitro-anilide)

2-hydroxy-5-chloro-aniline

N-(5-chloro-2-hydroxyphenyl)acetamide

Downstream raw materials:

5-chloro-7-nitrobenzo[d]oxazol-2(3H)-one

(3-Nitro-5-chlor-2-hydroxy-phenylazo)-acetoacetanilid

6-chloro-(R)-2-methyl-8-nitro-4H-benzo[1,4]oxazin-3-one

(R)-2-methyl-8-amino-4H-benzo[1,4]oxazin-3-one

Refernces

• 1、 -. "Stable crystalline form of bifeprunox mesylate (7-[4-([1,1'-biphenyl]-3-ylmethyl)-1-piperazinyl]-2(3H)-benzoxazolone monomethanesulfonate)". Page/Page column 4-5. . Retrieved 2010/10/19.
• 2、 -. "BENZOXAZOLE DERIVATIVES AND DRUGS CONTAINING THE SAME AS THE ACTIVE INGREDIENT". . . Retrieved 2008/06/13.