1-(4-Amino-2-chlorophenyl)ethanone

Base Information

• Chemical Name: 1-(4-Amino-2-chlorophenyl)ethanone
• CAS No.: 72531-23-8
• Molecular Formula: C8H8ClNO
• Molecular Weight: 169.611
• Hs Code.: 2922390090
• DSSTox Substance ID: DTXSID10508441
• Wikidata: Q82365350
• Mol file: 72531-23-8.mol

Synonyms:72531-23-8;1-(4-AMINO-2-CHLOROPHENYL)ETHANONE;4'-Amino-2'-chloroacetophenone;4-Amino-2-chloroacetophenone;1-(4-amino-2-chlorophenyl)ethan-1-one;1-(4-AMINO-2-CHLORO-PHENYL)-ETHANONE;MFCD11848240;Ethanone,1-(4-amino-2-chlorophenyl)-;Ethanone, 1-(4-amino-2-chlorophenyl)-;SCHEMBL121403;DTXSID10508441;SFWDKRVMIBKYQK-UHFFFAOYSA-N;XCA53123;AKOS013514080;AB90820;CS-12122;SY038064;CS-0038878;FT-0690666;EN300-132003;I12065;A837558;Z1206884651;4 inverted exclamation mark -Amino-2 inverted exclamation mark -chloroacetophenone

Chemical Property of 1-(4-Amino-2-chlorophenyl)ethanone

Chemical Property:

• Boiling Point: 304.1 °C at 760 mmHg
• PKA: 1.11±0.10(Predicted)
• Flash Point: 137.7 °C
• PSA: 43.09000
• Density: 1.254 g/cm³
• LogP: 2.70600
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 169.0294416
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

98%Min ^*data from raw suppliers

1-(4-amino-2-chlorophenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C=C(C=C1)N)Cl
• Uses: 1-(4-Amino-3-chlorophenyl)ethanone is an intermediate to many COX-II selective inhibitors.

Technology Process of 1-(4-Amino-2-chlorophenyl)ethanone

There total 7 articles about 1-(4-Amino-2-chlorophenyl)ethanone 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: 67.0%

1-(2-chloro-4-nitrophenyl)ethanone (67818-41-1) → 4-amino-2-chloroacetophenone (72531-23-8)

Guidance literature:

With hydrogenchloride; iron; In methanol; water; at 70 ℃; for 7h;

Reference yield:

1-(2-chloro-4-nitrophenyl)ethanone (67818-41-1) + 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran (96042-30-7) → 4-amino-2-chloroacetophenone (72531-23-8)

Guidance literature:

With ammonium chloride; iron; In ethanol; water;

Reference yield:

2-chloro-4-nitrobenzoyl chloride (7073-36-1) → 4-amino-2-chloroacetophenone (72531-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium chloride; triethylamine / toluene / 1.5 h / 20 °C

1.2: 18 h / 20 - 50 °C

1.3: 12 h / 160 °C

2.1: hydrogenchloride; iron / water; methanol / 7 h / 70 °C

With hydrogenchloride; iron; triethylamine; magnesium chloride; In methanol; water; toluene;

upstream raw materials:

acetic acid-(4-acetyl-3-chloro-anilide)

3-Chloroacetanilide

1-(2-chloro-4-nitrophenyl)ethanone

4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran

Downstream raw materials:

2-[(4-Acetyl-3-chloro-phenylamino)-methylene]-malonic acid diethyl ester

Refernces

• 1、 -. "HETEROCYCLIC COMPOUNDS AND METHODS OF USE". Paragraph 0190. . Retrieved 2015/03/16.
• 2、 -. "1,1,1-TRIFLUORO-2-HYDROXYPROPYL COMPOUNDS". . . Retrieved 2010/10/19.