2-Amino-2',5-dichlorobenzophenone

Base Information

• Chemical Name: 2-Amino-2',5-dichlorobenzophenone
• CAS No.: 2958-36-3
• Deprecated CAS: 53960-29-5
• Molecular Formula: C13H9Cl2NO
• Molecular Weight: 266.127
• Hs Code.: 29223900
• European Community (EC) Number: 220-985-2
• NSC Number: 611905
• UNII: G806VEO3KE
• DSSTox Substance ID: DTXSID7062742
• Nikkaji Number: J23.028F
• Wikidata: Q27278905
• ChEMBL ID: CHEMBL1488083
• Mol file: 2958-36-3.mol

Synonyms:2-amino-2',5-dichlorobenzophenone;ADB, benzophenone

Chemical Property of 2-Amino-2',5-dichlorobenzophenone

Chemical Property:

• Appearance/Colour: yellow to yellow-green powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 87-89 °C(lit.)
• Refractive Index: 1.5490 (estimate)
• Boiling Point: 453.6 °C at 760 mmHg
• PKA: -0.97±0.10(Predicted)
• Flash Point: 228.1 °C
• PSA: 43.09000
• Density: 1.373 g/cm³
• LogP: 4.38780
• Storage Temp.: Refrigerator
• Solubility.: methanol: soluble
• Water Solubility.: Insoluble in water.
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 265.0061193
• Heavy Atom Count: 17
• Complexity: 285

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-2’,5-dichlorobenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-24/25-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C2=C(C=CC(=C2)Cl)N)Cl
• Uses: 2-Amino-2',5-dichlorobenzophenone is used to produce lorazepam a drug of the benzodiazepine group, used especially to treat anxiety. Lorazepam Impurity A.

Technology Process of 2-Amino-2',5-dichlorobenzophenone

There total 18 articles about 2-Amino-2',5-dichlorobenzophenone 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: 92.0%

5-chloro-3-(2-chlorophenyl)-2,1-benzisoxazole (77792-52-0) → (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone (2958-36-3,53960-29-5)

Guidance literature:

With iron; acetic acid; In ethanol; water; at 60 - 70 ℃; for 2h;

DOI:10.1135/cccc19803593

Reference yield: 52.0%

2-amino-5-chlorobenzonitrile (5922-60-1) + 2-Chlorobenzeneboronic acid (3900-89-8) → (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone (2958-36-3,53960-29-5)

Guidance literature:

With 5,5'-dimethyl-2,2'-bipyridine; methanesulfonic acid; palladium(II) trifluoroacetate; water; In 2-methyltetrahydrofuran; at 80 ℃; for 36h; Schlenk technique;

DOI:10.1039/c4ob00978a

Reference yield: 44.2%

→ (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone (2958-36-3,53960-29-5)

Guidance literature:

upstream raw materials:

o-chlorobenzoyl chloride

4-chloro-aniline

5-chloro-3-(2-chlorophenyl)-2,1-benzisoxazole

lorazepam

Downstream raw materials:

3-Amino-6-chloro-4-(2-chlorophenyl)-3,4-dihydro-4-hydroxy-2-methylquinazoline

N-[4-Chloro-2-(2-chloro-benzoyl)-phenyl]-acetimidic acid ethyl ester

4-chloro-2-(o-chlorobenzoyl)-N^α-(benzyloxycarbonyl)glycinanilide

6-chloro-4-(2-chloro-phenyl)-1H-quinazolin-2-one

Refernces

• 1、 Li, Quanzhe,Yu, Liuzhu,Wei, Yin,Shi, Min. "Synthesis of Diiodinated All-Carbon 3,3′-Diphenyl-1,1′-spirobiindene Derivatives via Cascade Enyne Cyclization and Electrophilic Aromatic Substitution". supporting information. p. 9282 - 9296. Retrieved 2019/08/12.
• 2、 Fan, Xing,Yu, Liu-Zhu,Wei, Yin,Shi, Min. "Cascade Amination/Cyclization/Aromatization Process for the Rapid Construction of [2,3-c]Dihydrocarbazoles and [2,3-c]Carbazoles". supporting information. p. 4476 - 4479. Retrieved 2017/09/11.