10352-28-0

Basic information

• Product Name: N-(2-BENZOYL-4-CHLOROPHENYL)FORMAMIDE
• Synonyms: N-(2-BENZOYL-4-CHLOROPHENYL)FORMAMIDE;5-Chloro-2-(formylamino)benzophenone
• CAS NO: 10352-28-0
• Molecular Formula: C₁₄H₁₀ClNO₂
• Molecular Weight: 259.69
• EINECS: 233-767-7
• Mol File: 10352-28-0.mol

Chemical Properties

• Melting Point: 89 °C
• Boiling Point: 504.1°C at 760 mmHg
• Flash Point: 258.7°C
• Appearance: /
• Density: 1.323g/cm³
• Vapor Pressure: 2.74E-10mmHg at 25°C
• Refractive Index: 1.64
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 13.54±0.70(Predicted)
• Stability: Moisture Sensitive
• CAS DataBase Reference: N-(2-BENZOYL-4-CHLOROPHENYL)FORMAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-BENZOYL-4-CHLOROPHENYL)FORMAMIDE(10352-28-0)
• EPA Substance Registry System: N-(2-BENZOYL-4-CHLOROPHENYL)FORMAMIDE(10352-28-0)

Safety Data

• Hazardous Substances Data: 10352-28-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-(2-Benzoyl-4-chlorophenyl)formamide is used as a reagent for the synthesis of 2-aminoindole compounds, which are known for their antimalarial properties. These compounds can be further developed and optimized to create effective treatments against malaria, a disease that affects millions of people worldwide.
In the synthesis process, N-(2-Benzoyl-4-chlorophenyl)formamide serves as a key intermediate, providing a platform for the formation of the desired 2-aminoindole structures. Its unique chemical properties, such as the presence of the benzoyl and chlorophenyl groups, enable selective reactions and facilitate the formation of the target compounds with desired biological activities.
The development of new antimalarial agents is crucial due to the increasing resistance of Plasmodium parasites to existing drugs. N-(2-Benzoyl-4-chlorophenyl)formamide, as a versatile reagent, contributes to the ongoing efforts in discovering novel and effective treatments for malaria.

InChI:InChI=1/C14H10ClNO2/c15-11-6-7-13(16-9-17)12(8-11)14(18)10-4-2-1-3-5-10/h1-9H,(H,16,17)

Upstream product

• 719-59-5 5-chloro-2-aminobenzophenone 
• 2258-42-6 formyl acetic anhydride 
• 100-58-3 phenylmagnesium bromide 
• 5922-60-1 2-amino-5-chlorobenzonitrile 
• 123-91-1 1,4-dioxane 
• 64-18-6 formic acid 

Downstream Products

• 76303-67-8 6-Chlor-3-(4-chlorphenyl)-3,4-dihydro-4-hydroxy-4-phenylchinazolin 
• 169775-81-9 N-[4-Chloro-2-((E)-1-hydroxy-1,3-diphenyl-allyl)-phenyl]-formamide 
• 521270-77-9 (5-chloro-2-isocyanophenyl)(phenyl)methanone 
• 31576-77-9 6-chloro-4-phenyl-2-(piperidin-1-yl)quinoline 
• 521270-80-4 4-chloro-1-isocyano-2-(2-methoxy-1-phenylethenyl)benzene 
• 76303-66-7 3-(n-Butyl)-6-chlor-3,4-dihydro-4-hydroxy-4-phenyl-chinazolin 
• 27610-14-6 3-amino-6-chloro-3,4-dihydro-4-hydroxy-4-phenylquinazoline 
• 123-39-7 N-Methylformamide 
• 52395-00-3 N-methyl-N-(2-benzoyl-4-chlorophenyl)formamide 
• 24279-55-8 2-amino-5-chloro-3-hydroxy-3-phenylindole 
• 5606-40-6 (2-methylamino-5-chlorophenyl)-phenyl-methane-imine 
• 70395-32-3 6-chloro-2-chlorofluoromethyl-1,2-dihydro-2-hydroxy-1-methyl-4-phenylquinazoline 
• 60628-55-9 3-fluoro-1,3-dihydro-1-methyl-7-chloro-5-phenyl-2H-1,4-benzodiazepin-2-one 

Relevant articles and documents

Mild Access to N-Formylation of Primary Amines using Ethers as C1 Synthons under Metal-Free Conditions

A new synthetic protocol has been developed for the synthesis of N-formamide derivatives using ethers as a C1 synthon under metal-free reaction conditions. The reaction is proposed to proceed through C?H functionalization, C?O cleavage, and C?N bond formation. This protocol is applicable to a variety of primary amines resulting in N-formamides in moderate to good yields. 1,4-dioxane was chosen as best C1 synthon after screening with various ethers. Mechanistic studies disclosed that the reaction proceeds through a radical pathway. While using α-amino ketones a α-alkylation product was formed rather than formylation. By replacing dioxane with Tetramethylethylenediamine (TMEDA) under standard conditions also gave the N-formamide derivatives in moderate yields. (Figure presented.).

Chemoselective double annulation of two different isocyanides: Rapid access to trifluoromethylated indole-fused heterocycles

An unprecedented chemoselective double annulation of α-trifluoromethylated isocyanides with o-acylaryl isocyanides has been developed. This new reaction provides a rapid, efficient, and complete atom-economic strategy for the synthesis of trifluoromethylated oxadiazino[3,2-α]indoles in a single operation from readily available starting materials. Isocyanide insertion into C=O double bonds is disclosed for the first time as indicated by the results of 18O-labeling experiment. A mechanism for this domino reaction is proposed involving chemoselective heterodimerization of two different isocyanides, followed by indole-2,3-epoxide formation and rearrangement.

2-AMINOINDOLE COMPOUNDS AND METHODS FOR THE TREATMENT OF MALARIA

The present invention relates to methods of treating a subject with malaria comprising administering a 2-aminoindole compound represented by Formula: (I)- The values and preferred values of the variables in Structural Formula I are defined herein.

A convenient synthesis of quinolines by reactions of o-isocyano-β- methoxystyrenes with nucleophiles

2,4-Disubstituted quinolines have been synthesized by reactions of o-isocyano-β-methoxystyrenes, which can be easily prepared from commercially available o-aminophenyl ketones in three steps, with alkyl(or aryl)lithiums in generally good yields. Subsequently, o-isocyano-β- methoxystyrenes have also proved to react efficiently with lithium dialkylamides to afford the corresponding 4-substituted N,N-dialkylquinolin-2-amines in satisfactory yields. Graphical Abstract.

Synthesis of 2,4-disubstituted quinolines by reactions of o-isocyano-β-methoxystyrene derivatives with organolithiums

Alkyl(or aryl)lithiums reacted efficiently with o-isocyano-β-methoxystyrene derivatives, prepared in three steps from o-aminophenyl ketones, to afford the corresponding 2,4-disubstituted quinolines in satisfactory yields.

Benzophenone anti-oximes, diazepin-N-oxides, and their use as pharmaceutical agents and as intermediates for pharmaceutical agents

N-Fluorohaloacetyl-N-methylaminobenzophenone anti-oxime, the corresponding diazepin-N-oxides, their use as tranquilizers, muscle relaxants and sedatives, and their use as intermediates in the preparation of 3-fluorobenzodiazepines, which are also useful as tranquilizers, muscle relaxants and sedatives.

Hydroxyquinazolines and their use as intermediates for pharmaceutical agents

6-Substituted-2-halofluoromethyl-1,2-dihydro-2-hydroxy-1-methyl-4-phenylquinazolines and their use as intermediates in the preparation of 3-fluorobenzodiazepines, which are useful as tranquilizers, muscle relaxants and sedatives.

Methods for the production of 4H-s-triazolo[4,3-a][1,4]benzodiazepine 5N-oxides

The title compounds are prepared by reacting a 3-amino-3,4-dihydro-4-hydroxy-4-phenylquinazoline with a reactive derivative of a halogenoacetic acid, reacting the resultant halogenoacetyl derivative with a weak acid, reacting the resultant 2-(3-halomethyl-s-triazol-4-yl)benzophenone with hydroxylamine and subjecting the resultant 2-(3-hydroxyamino-methyl-s-triazol-4-yl)benzophenone to dehydration to effect ring closure.

Intermediates and process for the production of certain triazolobenzodiazepines

A multi-step process for the preparation of 1-[(amino - or substituted amino)methyl]-6-phenyl-4H-s-triazolo-[4,3-a][1,4]benzodiazepines of the formula VI: SPC1 wherein R' is hydrogen or alkyl of 1 to 3 carbon atoms, inclusive, and wherein the rings A and B are unsubstituted or substituted by one or two substituents selected from the group consisting of chloro, fluoro, bromo, nitro, and trifluoromethyl, which comprises: treating a compound of the formula I: SPC2 wherein rings A and B are defined as above, with acetic anhydride and formic acid to obtain compound II: SPC3 wherein A and B rings have the significance as above, treating compound II with sufficient formaldehyde to produce compound III, the 3,5-bis(hydroxymethyl)derivative of II; treating III with phthalimide, triphenylphosphine and diethyl azodicarboxylate to give compound IV, the 3,5-bis(phthalimidomethyl) derivative of II; and treating IV with hydrazine hydrate to obtain a compound of formula V SPC4 wherein rings A and B are defined, as herein above. Compound V can then be alkylated in known manner to give those compounds of formula VIa which corresponds to formula VI when R' is desired to be alkyl. The compounds of formula VI have antidepressant and antianxiety effects in mammals and birds.