6833-13-2

Basic information

• Product Name: 2-CHLOROBENZANILIDE
• Synonyms: 2-CHLOROBENZANILIDE;2-CHLORO-N-PHENYLBENZAMIDE;N-Phenyl-2-chlorobenzamide;o-Chlorobenzanilide
• CAS NO: 6833-13-2
• Molecular Formula: C₁₃H₁₀ClNO
• Molecular Weight: 231.68
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 6833-13-2.mol
• Article Data: 45

Chemical Properties

• Melting Point: 114 °C
• Boiling Point: 288.4°C at 760 mmHg
• Flash Point: 128.2°C
• Appearance: /Solid
• Density: 1.285g/cm³
• Vapor Pressure: 0.00234mmHg at 25°C
• Refractive Index: 1.649
• Storage Temp.: 2-8°C
• PKA: 12.84±0.70(Predicted)
• CAS DataBase Reference: 2-CHLOROBENZANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLOROBENZANILIDE(6833-13-2)
• EPA Substance Registry System: 2-CHLOROBENZANILIDE(6833-13-2)

Safety Data

• Hazardous Substances Data: 6833-13-2(Hazardous Substances Data)

Usage

General Description

2-Chlorobenzanilide is a chemical compound with the molecular formula C13H10ClNO. It is a white to off-white solid that is commonly used as an intermediate in the manufacture of pharmaceuticals and dyes. 2-Chlorobenzanilide is also a known substrate for the enzyme arylamine N-acetyltransferase and is studied for its potential role in drug metabolism. It is important to handle 2-Chlorobenzanilide with caution, as it is considered harmful if swallowed, irritating to the respiratory system, and may cause skin and eye irritation upon contact. Additionally, it may cause allergic skin reactions in some individuals.

InChI:InChI=1/C13H10ClNO/c14-12-9-5-4-8-11(12)13(16)15-10-6-2-1-3-7-10/h1-9H,(H,15,16)

Upstream product

• 71225-69-9 (Z)-N-[(2-chlorophenyl)(phenyl)methylidene]hydroxylamine 
• 62-53-3 aniline 
• 118-91-2 ortho-chlorobenzoic acid 
• 5378-52-9 phenyl-1H-tetrazole 
• 89-98-5 2-chloro-benzaldehyde 
• 694-59-7 pyridine N-oxide 
• 59387-00-7 2-Chlor-N-phenylbenzimidchlorid 
• 21122-36-1 2-Chlor-thiobenzoesaeure-S-phenylester 
• 609-65-4 o-chlorobenzoyl chloride 
• 71225-69-9 (2-chlorophenyl)phenylmethanone oxime 
• 1253059-22-1 N,N-bis(2-chlorobenzyl)benzenamine 
• 615-41-8 2-iodochlorobenzene 
• 199620-14-9 chromium⁽⁰⁾ hexacarbonyl 
• 103-84-4 Acetanilid 

Downstream Products

• 5892-73-9 (2-Chloro-benzoyl)-phenyl-carbamic acid isopropyl ester 
• 93-98-1 N-phenyl benzoyl amide 
• 1015-89-0 6(5H)-phenanthridinone 
• 22978-30-9 N-phenyl-o-chlorothiobenzamide 
• 146516-67-8 2,N-dimethyl-6-chloro-benzanilide 
• 67679-25-8 ClC₆H₄C(O)N(SCCl₂CFCl₂)C₆H₅ 
• 500592-32-5 ethyl 2-(2-chlorophenyl)-1H-indole-3-carboxylate 
• 1384754-92-0 trans-[(C₆H₄C(O)NHPh)Ni(II)(trimethylphosphine)2Cl] 
• 1384754-95-3 [(C₆H₄C(O)NPh)Co(III)(Cl-ortho-C₆H₄C(O)NPh)(trimethylphosphine)2] 
• 5866-85-3 (2-Chloro-benzoyl)-phenyl-carbamic acid 2-methoxy-1-methyl-ethyl ester 
• 5892-87-5 (2-Chloro-benzoyl)-phenyl-carbamic acid 2-chloro-1-methyl-ethyl ester 
• 70132-85-3 2-chloro-4'-diethylamino-benzophenone 
• 56016-06-9 2-chloro-N¹,N²-diphenylbenzamidine 
• 55501-45-6 2-chloro-N-(4-nitrophenyl)benzamide 

Relevant articles and documents

Regioselective Synthesis of 2° Amides Using Visible-Light-Induced Photoredox-Catalyzed Nonaqueous Oxidative C-N Cleavage of N, N-Dibenzylanilines

A visible-light-driven photoredox-catalyzed nonaqueous oxidative C-N cleavage of N,N-dibenzylanilines to 2° amides is reported. Further, we have applied this protocol on 2-(dibenzylamino)benzamide to afford quinazolinones with (NH4)2S2O8 as an additive. Mechanistic studies imply that the reaction might undergo in situ generation of α-amino radical to imine by C-N bond cleavage followed by the addition of superoxide ion to form amides.

Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions

A metal-free heterogeneous photocatalysis has been developed for the synthesis of benzothiazoles via intramolecular C-H functionalization/C-S bond formation of thiobenzanilides by inexpensive graphitic carbon nitride (g-C3N4) under visible-light irradiation. This reaction provides access to a broad range of 2-substituted benzothiazoles in high yields under an air atmosphere at room temperature without addition of a strong base or organic oxidizing reagents. In addition, the catalyst was found to be stable and reusable after five reaction cycles.

The use of Cr (CO)6 as an alternative CO source in Pd-catalyzed C-N bond formation: Synthesis of benzamides

An efficient strategy for the synthesis of benzamides from acetamides and aryl iodides using 1?mol% Pd (OAc)2 as catalyst and Cr (CO)6 as CO-precursor is described. This new synthetic methodology displays high functional group tolerance on both substrates and avoids the need for ligands, reducing agents, or other additives. The corresponding products were obtained in good to excellent yields at atmospheric pressure under mild reaction conditions.