2719-14-4

Basic information

• Product Name: N-(4-methyl-3-nitrophenyl)acetamide
• Synonyms: N-(4-methyl-3-nitrophenyl)acetamide;3'-Nitro-4'-methylacetoanilide;3'-Nitro-p-acetotoluidide;N-(3-Nitro-4-methylphenyl)acetamide;N-(4-methyl-3-nitro-phenyl)ethanamide;2-Nitro-4-acetaMidotoluene;NSC 202380;NSC 86673
• CAS NO: 2719-14-4
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.1873
• EINECS: 220-319-0
• Product Categories: Aromatics
• Mol File: 2719-14-4.mol

Chemical Properties

• Melting Point: 100-100.5°C
• Boiling Point: 370°Cat760mmHg
• Flash Point: 177.6°C
• Appearance: /
• Density: 1.289g/cm³
• Vapor Pressure: 1.14E-05mmHg at 25°C
• Refractive Index: 1.605
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.21±0.70(Predicted)
• CAS DataBase Reference: N-(4-methyl-3-nitrophenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methyl-3-nitrophenyl)acetamide(2719-14-4)
• EPA Substance Registry System: N-(4-methyl-3-nitrophenyl)acetamide(2719-14-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 2719-14-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
N-(4-methyl-3-nitrophenyl)acetamide is used as a synthetic intermediate for the production of a wide range of organic compounds. Its unique molecular structure, featuring a nitro group and an acetamide group attached to a methylated phenyl ring, allows it to participate in various chemical reactions, facilitating the synthesis of target molecules with specific properties and applications.
Used in Pharmaceutical Industry:
Within the pharmaceutical industry, N-(4-methyl-3-nitrophenyl)acetamide is utilized as a building block for the development of novel drugs. Its reactivity and structural diversity make it a promising candidate for the creation of new therapeutic agents, potentially targeting a variety of medical conditions.
Used in Chemical Research:
N-(4-methyl-3-nitrophenyl)acetamide also finds application in chemical research, where it can be employed to study reaction mechanisms, explore new synthetic routes, and investigate the properties of related compounds. Its distinct chemical characteristics make it a valuable tool for advancing scientific understanding in the field of chemistry.

InChI:InChI=1/C9H10N2O3/c1-6-3-4-8(10-7(2)12)5-9(6)11(13)14/h3-5H,1-2H3,(H,10,12)

Upstream product

• 112842-34-9 4-N-acetylamino-2-amino-6-nitrotoluene 
• 108-24-7 acetic anhydride 
• 119-32-4 4-Methyl-3-nitroanilin 
• 64-19-7 acetic acid 
• 103-89-9 4-Methylacetanilide 
• 121-14-2 2,4-dinitrotoluene 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 347909-29-9 N-(4-methyl-3-nitro-phenyl)-N'-phenyl-thiourea 
• 7732-18-5 water 
• 6629-29-4 2,4-diamino-6-dinitrotoluene 
• 7142-91-8 4-acetylamino-2,6-dinitrotoluene 
• 452291-15-5 C₉H₁₀N₂O₃ 
• 75-05-8 acetonitrile 

Downstream Products

• 610-36-6 4-amino-2-nitrobenzoic acid 
• 70343-10-1 2,5-dinitro-4-methylaniline 
• 70343-09-8 2,3-dinitro-4-methylaniline 
• 21573-29-5 4-acetylamino-2-nitrobenzoic acid 
• 6375-16-2 2-amino-4-acetylaminotoluene 
• 160088-65-3 4'-methyl-2',3'-dinitroacetanilide 
• 198992-85-7 acetic acid-(4-methyl-2,5-dinitro-anilide) 
• 119-32-4 4-Methyl-3-nitroanilin 
• 56185-24-1 4-methyl-3-nitro-diacetanilide 
• 5367-26-0 3-chloro-2-nitrotoluene 
• 56433-00-2 3-chloro-2-nitrobenzyl bromide 
• 84228-46-6 4-amino-2-nitrobenzoic acid ethyl ester 
• 602-01-7 1-methyl-2,3-dinitrobenzene 
• 109565-24-4 (5-amino-2-methyl-phenyl)-(4-dimethylamino-phenyl)-diazene 

Relevant articles and documents

Aryl imidazole derivative and application thereof

The invention relates to an aryl imidazole derivative and application thereof. The aryl imidazole derivative is a compound shown as a formula (I) in the description or pharmaceutically acceptable salt thereof. The invention also discloses application of the aryl imidazole derivative in preparation of drugs for treating cancers. The invention further discloses application of the aryl imidazole derivative in preparation of drugs for treating diseases caused by EGFR mutation.

Werner transition-metal complex (WTMC)-mediated mild and efficient chemo-selective acylation of phenols and anilines under solvent-free condition

Werner-type transition-metal complexes (WTMC) such as [Co(NH3)5Cl]Cl2, Cu[(NH3)4]SO4, Mn(acac)3, Ni[(NH3)6]Cl2, Ni[(en)3]S2O3, and Hg[Co(SCN)4] efficiently promote the chemoselective acetylation of phenols and anilines under solvent-free condition. The results of this study clearly shows that the optimal condition for the acetylation of anilines/phenols (1 mmol) (2a–r) with acetic anhydride (1.2 mmol) in the presence of WTMC (1 mmol) and two drops of H3PO4 on heating for 10 min under solvent-free condition gives the corresponding acetanilides/phenyl acetate (3a–r) in good to excellent yield. Furthermore, the method is simple, efficient, chemoselective, and eco-friendly under solvent-free condition for the acetylation of anilines and phenols promoted by WTMC by using acetic anhydrate as the acetylating agent. The simple preparation of the catalyst, easy procedure of the acetylation reaction, and simple work-up indicate the importance of WTMC for such reactions.

Selective N-acetylation of aromatic amines using acetonitrile as acylating agent

A method for N-acetylation of amines has been developed using acetonitrile as an acylating agent and in situ generated trimethylsilyl iodide as the catalyst under microwave heating condition. The reaction is selective toward aromatic amines while aliphatic amines remain intact. The process eliminates the requirement of toxic acylating reagents like acetic anhydride and acetyl chloride.

The novel usage of thiourea nitrate in aryl nitration

Thiourea nitrate (TN) was easily prepared from thiourea and nitric acid to explore its use as a new nitration reagent. Nitrations of various aromatic compounds utilizing TN in concentrated sulfuric acid were studied. TN could convert aromatic compounds to the corresponding nitrated derivatives with various abnormal yields under mild conditions. The results suggested that the reaction mechanism might be different from those of traditional nitration reagents.

Functionalization of quinazolin-4-ones part 1: Synthesis of novel 7-substituted-2-thioxo quinazolin-4-ones from 4-substituted-2-aminobenzoic acids and PPh3(SCN)2

4-(Nitro, amino, acetylamino)-2-aminobenzoic acid were allowed to react with PPh3(SCN)2 and gave the crossholding 7-nitro, 7-acetylamino- and 7-amino-2-thioxo quinazolin-4-ones respectively. The nature of the substituent at position 4 of the 2-aminobenzoic acids has significant influence on the outcome of the cyclisation reaction with PPh 3(SCN)2. Similarly, the nature of the substituent at position 7 of the 2-substituted quinazolin-4-ones significantly affected the ease with which alkylation reactions could be performed. The alkylation selectivity of the 7- substiuted-2-thioxo quinazolin-4-ones was found to depend on the nature of the alkyl halide and the nature of the substituent at position 2.

Optical element and compounds used in its manufacture

An optical frequency conversion element has a wave-guiding layer which consists of a χ(2) -active ferroelectric liquid crystal. The monomeric or polymeric liquid crystal material has a periodic structure which permits the so-called quasi phase matching of a guided laser beam. The period length of the structure is equal to twice the coherence length lc =?/Δβ of the material, whereby Δβ=βo (2ω)-2βo (ω), with ω=angular frequency of the fundamental wave, 0=zero-order mode and β=propagation constant of the mode.

Benzyl-piperidine derivatives

Benzly-piperidine derivatives of formula I and their pharmaceutically acceptable salts are used in the control of psychotic disorders which are caused by damage to the dopamine system, especially schizophrenia. STR1 A is STR2 B is STR3 R 1, R 2 and R 3 are independently hydrogen, amino, nitro, halogen, lower-alkly or lower-alkoxy. R 4, R 5 and R 6 are independently hydrogen, nitro, halogen, lower-alkyl, lower-alkoxy, cyano, trifluoromethyl, amino, lower-alkylamino or di-lower-alkylamino. R 7, R 2 and R 9 are independently hydrogen, amino or nitro.

Retinoid-like compounds

The present invention relates to a compound of formula I STR1 or a nontoxic pharmaceutically acceptable salt, physiologically hydrolyzable ester or solvate thereof, in whichX is --O--CO--, --NH--CO--, --CS--NH--, --CO--O--, --CO--NH--, --COS--, --SCO--, --SCH 2 --, --CH 2 --CH 2 --, --C C--, --CH 2 --NH--, --COCH 2 --, --NHCS--, --CH 2 S--, --CH 2 O--, --OCH 2 --, --NHCH 2 -- or --CR 5 CR 6 --;R m and R k are independently hydrogen, halogen, C 1-6 alkyl, hydroxy, C 1-6 alkyloxy or nitro;n is zero or one;R 4 is --(CH 2) t --Y, C 1-6 alkyl, or C 3-6 cycloalkyl;R 1 is --CO 2 Z, C 1-6 alkyl, CH 2 OH, --CONHR y, or CHO;R 2 and R 3 are independently hydrogen or C 1-6 alkyl;R a and R b are independently hydrogen or C 1-6 alkyl; but when n is one, R a and R b together can form a radical of the formula STR2 Y is naphthyl or phenyl, both radicals can be optionally substituted with one to three same or different C 1-6 alkyl or halogen;Z is hydrogen or C 1-6 alkyl;R 5, R 6 and R y are independently hydrogen or C 1-6 alkyl; andt is zero to six.

Retinoid-like compounds

The present invention relates to a compound of formula STR1 or a nontoxic pharmaceutically acceptable salt, physiologically hydrolyzable ester or solvate thereof, in which X is --O--CO--, --NH--CO--, --CS--NH--, --CO--O--, --CO--NH--, --COS--, --SCO--, --SCH2 --, --CH2 --CH2 --, --C C--, --CH2 --NH--, --COCH2 --, --NHCS--, --CH2 S--, --CH2 O--, --OCH2 --, --NHCH2 -- or --CR5 =CR6 --; Rm and Rk are independently hydrogen, halogen, C1-6 alkyl, hydroxy, C1-6 alkyloxy or nitro; n is zero or one; R4 is --(CH2)t --Y, C1-6 alkyl, or C3-6 cycloalkyl; R1 is --CO2 Z, C1-6 alkyl, CH2 OH, --CONHRy, or CHO; R2 and R3 are independently hydrogen or C1-6 alkyl; Ra and Rb are independently hydrogen or C1-6 alkyl; but when n is one, Ra and Rb together can form a radical of the formula STR2 Y is naphthyl or phenyl, both radicals can be optionally substituted with one to three same or different C1-6 alkyl or halogen; Z is hydrogen or C1-6 alkyl; R5, R6 and Ry are independently hydrogen or C1-6 alkyl; and t is zero to six.