2-Amino-2'-chloro-5-nitrobenzophenone

Base Information

• Chemical Name: 2-Amino-2'-chloro-5-nitrobenzophenone
• CAS No.: 2011-66-7
• Molecular Formula: C13H9ClN2O3
• Molecular Weight: 276.679
• Hs Code.: 29223990
• European Community (EC) Number: 217-929-4
• UNII: RL4AJ2Z1GR
• DSSTox Substance ID: DTXSID20173927
• Nikkaji Number: J133.148E
• Wikidata: Q72434577
• Mol file: 2011-66-7.mol

Synonyms:2-amino-2'-chloro-5-nitrobenzophenone

Chemical Property of 2-Amino-2'-chloro-5-nitrobenzophenone

Chemical Property:

• Appearance/Colour: yellow crystal powder
• Melting Point: 157-163oC
• Boiling Point: 505.8 °C at 760 mmHg
• PKA: -3.12±0.36(Predicted)
• Flash Point: 259.7 °C
• PSA: 88.91000
• Density: 1.428 g/cm³
• LogP: 4.16580
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 276.0301698
• Heavy Atom Count: 19
• Complexity: 358

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-5-nitro-2''-chlorobenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 46-36/37/38
• Safety Statements: 53-26-36/37-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C2=C(C=CC(=C2)[N+](=O)[O-])N)Cl
• Uses: 2-Amino-5-nitro-2''-chlorobenzophenone (Clonazepam EP Impurity A) is an impurity of Clonazepam (C587080).

Technology Process of 2-Amino-2'-chloro-5-nitrobenzophenone

There total 10 articles about 2-Amino-2'-chloro-5-nitrobenzophenone 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: 95.0%

5-nitroanthranilonitrile (17420-30-3) + 2-Chlorobenzeneboronic acid (3900-89-8) → 2'-chloro-5-nitro-2-aminobenzophenone (2011-66-7)

Guidance literature:

With 5,5'-dimethyl-2,2'-bipyridine; methanesulfonic acid; palladium(II) trifluoroacetate; water; In 2-methyltetrahydrofuran; at 100 ℃; for 36h; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere; Cooling with ice;

Reference yield: 94.0%

potassium (2-amino-5-nitrophenyl)trifluoroboranuide + o-chlorobenzoyl chloride (609-65-4) → 2'-chloro-5-nitro-2-aminobenzophenone (2011-66-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; toluene; at 90 ℃; for 12h; Reagent/catalyst; Temperature; Solvent;

Reference yield:

C15H11ClN2O4 → 2'-chloro-5-nitro-2-aminobenzophenone (2011-66-7)

Guidance literature:

With hydrogenchloride; In ethanol; water; Reflux;

upstream raw materials:

2-chloro-N-(4-nitrophenyl)benzamide

o-chlorobenzoyl chloride

loprazolam

5-(2-chlorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one

Downstream raw materials:

2-chloromethyl-4-o-chlorophenyl-1,2-dihydro-6-nitro-quinazoline 3-oxide

2-bromo-2'-(2-chlorobenzoyl)-4'-nitroacetanilide

5-(2-chlorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one

7-Aminoclonazepam

Refernces

• 1、 Waltemate, Jana,Ivanov, Igor,Ghasemi, Jahan B.,Aghaee, Elham,Daniliuc, Constantin Gabriel,Müller, Klaus,Prinz, Helge. "10-(4-Phenylpiperazine-1-carbonyl)acridin-9(10H)-ones and related compounds: Synthesis, antiproliferative activity and inhibition of tubulin polymerization". . . Retrieved 2020/11/27.
• 2、 -. "Method for synthesizing clonazepam compound". Paragraph 0024; 0026-0031. . Retrieved 2021/07/24.