85118-04-3

Basic information

• Product Name: 3,4-DIFLUOROBENZAMIDE
• Synonyms: 3,4-DIFLUOROBENZAMIDE;3,4-Difluorobenzamide 97%;3,4-Difluorobenzamide97%
• CAS NO: 85118-04-3
• Molecular Formula: C₇H₅F₂NO
• Molecular Weight: 157.12
• EINECS: 285-656-8
• Product Categories: Anilines, Amides & Amines;Fluorine Compounds;Amides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 85118-04-3.mol

Chemical Properties

• Melting Point: 129-133 °C(lit.)
• Boiling Point: 210 °C at 760 mmHg
• Flash Point: 80.8 °C
• Appearance: /
• Density: 1.348 g/cm³
• Vapor Pressure: 0.196mmHg at 25°C
• Refractive Index: 1.515
• BRN: 4177621
• CAS DataBase Reference: 3,4-DIFLUOROBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIFLUOROBENZAMIDE(85118-04-3)
• EPA Substance Registry System: 3,4-DIFLUOROBENZAMIDE(85118-04-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 85118-04-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,4-Difluorobenzamide is used as an intermediate in the synthesis of various drugs and pharmaceutical compounds, contributing to the development of new medications.
Used in Organic Synthesis:
3,4-Difluorobenzamide is utilized as a building block in organic synthesis, playing a crucial role in the creation of complex organic molecules.
Used in Agrochemical Production:
3,4-DIFLUOROBENZAMIDE is also employed in the production of agrochemicals, indicating its application in the agricultural sector to develop products that can enhance crop protection and yield.
Used in Research and Development Laboratories:
3,4-Difluorobenzamide is used as a reagent in organic synthesis and drug discovery, showcasing its importance in scientific research for exploring new chemical reactions and potential pharmaceutical applications.

InChI:InChI=1/C7H5F2NO/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3H,(H2,10,11)

Upstream product

• 127269-25-4 3,4-difluorobenzoyl fluoride 
• 76903-88-3 3,4-difluorobenzoyl chloride 
• 55-21-0 benzamide 
• 32137-19-2 1,2-difluoro-4-(trifluoromethyl)benzene 
• 328-84-7 1,2-dichloro-4-(trifluoromethyl)benzene 
• 5216-25-1 4-chlorotrichloromethylbenzene 
• 367-11-3 ortho-difluorobenzene 
• 72235-53-1 3,4-difluorobenzylamine 
• 64248-62-0 3,4-Difluorobenzonitrile 
• 127986-80-5 4-fluoro-3-(fluorosulfonyl)benzoyl fluoride 
• 2494-79-3 4-chloro-3-(chlorosulfonyl)benzoic acid 
• 455-86-7 3,4-Difluorobenzoic acid 
• 62574-66-7 3-chlorosulfonyl-4-chlorobenzoyl chloride 

Downstream Products

• 64248-62-0 3,4-Difluorobenzonitrile 
• 3863-11-4 3,4-difluoroaniline 
• 293306-83-9 2-(3,4-difluoro-phenyl)-4-phenyl-oxazole 
• 317319-14-5 3,4-difluorothiobenzamide 
• 1155354-10-1 3-fluoro-4-hydroxybenzamide 
• 350-29-8 3-fluoro-4-hydroxybenzoic acid 
• 1005336-42-4 2-(3,4-difluorophenyl)-4-(chloromethyl)-1,3-oxazole 
• 85118-07-6 3,4-Difluorobenzophenone 

Relevant articles and documents

Unlocking Amides through Selective C–N Bond Cleavage: Allyl Bromide-Mediated Divergent Synthesis of Nitrogen-Containing Functional Groups

We report a new set of reactions based on the unlocking of amides through simple treatment with allyl bromide, creating a common platform for accessing a diverse range of nitrogen-containing functional groups such as primary amides, sulfonamides, primary amines, N-acyl compounds (esters, thioesters, amides), and N-sulfonyl esters. The method has potential industrial applicability, as demonstrated through gram-scale syntheses in batch and in a continuous flow system.

Ring Opening/Site Selective Cleavage in N-Acyl Glutarimide to Synthesize Primary Amides

A LiOH-promoted hydrolysis selective C-N cleavage of twisted N-acyl glutarimide for the synthesis of primary amides under mild conditions has been developed. The reaction is triggered by a ring opening of glutarimide followed by C-N cleavage to afford primary amides using 2 equiv of LiOH as the base at room temperature. The efficacy of the reactions was considered and administrated for various aryl and alkyl substituents in good yield with high selectivity. Moreover, gram-scale synthesis of primary amides using a continuous flow method was achieved. It is noted that our new methodology can apply under both batch and flow conditions for synthetic and industrial applications.

Highly Selective Ruthenium-Catalyzed Direct Oxygenation of Amines to Amides

Reports on aerobic oxidation of amines to amides are rare, and those reported suffer from several limitations like poor yield or selectivity and make use of pure oxygen under elevated pressure. Herein, we report a practical and an efficient ruthenium-catalyzed synthetic protocol that enables selective oxidation of a broad range of primary aliphatic, heterocyclic and benzylic amines to their corresponding amides, using readily available reagents and ambient air as the sole oxidant. Secondary amines instead, yield benzamides selectively as the sole product. Mechanistic investigations reveal intermediacy of nitriles, which undergo hydration to afford amide as the final product.

Copper-Mediated Reactions of Nitriles with Nitromethanes: Aza-Henry Reactions and Nitrile Hydrations

In this study, the first aza-Henry reaction of nitriles with nitromethane in a CuI/Cs2CO3/DBU system is described. The process was conveniently and directly used for the synthesis of β-aminonitroalkenes 2a-x and tolerated aryl-, alkyl-, hetaryl-, alkenyl-, and alkynylnitriles. The resulting aminonitroalkenes 2 could be successfully transformed to the corresponding 2-nitroacetophenones, 2-amino-1-halonitroalkenes, 2-alkylaminonitroalkenes, or 3-nitropyridines. In the presence of H2O, the aza-Henry reaction turned the reaction path to the nitrile hydration to exclusively yield the amides 3a-s.

Nitrile Hydration Reaction Using Copper Iodide/Cesium Carbonate/DBU in Nitromethane-Water

The catalytic nitrile hydration (amide formation) in a copper iodide/cesium carbonate/1,8-diazabicyclo[5.4.0]undec-7-ene/nitromethane-water system is described. The protocol is robust and reliable; it can be applied to a broad range of substrates with high chemoselectivity.

Suzuki-Miyaura Cross-Coupling of N-Acylpyrroles and Pyrazoles: Planar, Electronically Activated Amides in Catalytic N-C Cleavage

The formation of C-C bonds from amides by catalytic activation of the amide bond has been thus far possible by steric distortion. Herein, we report the first example of a general Pd-catalyzed Suzuki-Miyaura cross-coupling of planar amides enabled by the combination of (i) electronic-activation of the amide nitrogen in N-acylpyrroles and pyrazoles and (ii) the use of a versatile Pd-NHC catalysis platform. The origin and selectivity of forming acylmetals, including the role of twist, are discussed.

Synthesis, antitumor activity and mechanism of action of novel 1,3-thiazole derivatives containing hydrazide–hydrazone and carboxamide moiety

A series of novel 2,4,5-trisubstituted 1,3-thiazole derivatives containing hydrazide–hydrazine, and carboxamide moiety including 46 compounds T were synthesized, and evaluated for their antitumor activity in vitro against a panel of five human cancer cell lines. Eighteen title compounds T displayed higher inhibitory activity than that of 5-Fu against MCF-7, HepG2, BGC-823, Hela, and A549 cell lines. Especially, T1, T26 and T38 exhibit best cytotoxic activity with IC50values of 2.21?μg/mL, 1.67?μg/mL and 1.11?μg/mL, against MCF-7, BCG-823, and HepG2 cell lines, respectively. These results suggested that the combination of 1,3-thiazole, hydrazide–hydrazone, and carboxamide moiety was much favorable to cytotoxicity activity. Furthermore, the flow cytometry analysis revealed that compounds T1 and T38 could induce apoptosis in HepG2 cells, and it was confirmed T38 led the induction of cell apoptosis by S cell-cycle arrest.

3,4-difluorobenzene nitrile method for the preparation of

The invention discloses a 3, 4-difluorobenzonitrile preparation method comprising the following steps: (1) reacting 1, 2-difluorobenzene with trichloroacetic chloride in the presence of a lewis acid catalyst at 0-40 DEG C for synthesis of 3, 4-difluoro-(alpha, alpha, alpha-trichloroacetic) benzene; (2) reacting the 3, 4-difluoro-(alpha, alpha, alpha-trichloroacetic) benzene with ammonia at -10-60 DEG C to obtain 3, 4-difluorobenzamide; (3) reacting the 3, 4-difluorobenzamide with a halogen-containing dehydration reagent and a catalyst at 30-80 DEG C to obtain 3, 4-difluorobenzonitrile. The 3, 4-difluorobenzonitrile preparation method overcomes the defects that in the prior art the raw material price is high, intermediates are highly toxic, reaction conditions are harsh, the reaction yield is poor, the purity is low, and the like, and is a 3, 4-difluorobenzonitrile synthesis process having the advantages of being easy to industrialization, simple in operation, high in yield and high in product purity.

Electrochemical fluorination of benzamide and acetanilide in anhydrous HF and in acetonitrile

Electrochemical fluorination of benzamide in anhydrous hydrogen fluoride does not involve the amide group but occurs exclusively at the aromatic ring, yielding isomeric fluoro- and difluorobenzamides and 3,3,6,6-tetrafluoro-1,4- cyclohexadienecarboxamide.

Dihydroindole and tetrahydroquinoline derivatives

The present invention relates to novel dihydroindole and tetrahydroquinoline derivatives and pharmaceutically acceptable salts and/or pharmaceutically acceptable esters thereof. The compounds are useful for the treatment and/or prophylaxis of diseases which are associated with 2,3-oxidosqualene-lanosterol cyclase such as hypercholesterolemia, hyperlipemia, arteriosclerosis, vascular diseases, mycoses, gallstones, tumors and/or hyperproliferative disorders, and treatment and/or prophylaxis of impaired glucose tolerance and diabetes.