35675-46-8

Usage

Uses

Used in Chemical Synthesis:
3-Methyl-4-nitrobenzoyl chloride is used as a key intermediate in the synthesis of various organic compounds. Its reactive nature allows it to participate in a wide range of chemical reactions, making it a valuable building block for the creation of new molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-methyl-4-nitrobenzoyl chloride is used as a starting material for the synthesis of various drugs. Its unique structure and reactivity enable the development of new therapeutic agents with potential applications in the treatment of various diseases.
When handling 3-methyl-4-nitrobenzoyl chloride, it is essential to take proper protective measures due to its reactive nature. This ensures the safety of those working with the compound and minimizes the risk of adverse reactions or accidents.

InChI:InChI=1/C8H6ClNO3/c1-5-4-6(8(9)11)2-3-7(5)10(12)13/h2-4H,1H3

Upstream product

• 3113-71-1 3-methyl-4-nitrobenzoic acid 

Downstream Products

• 112740-71-3 N-<2-(dimethylamino)ethyl>-3-methyl-4-nitrobenzamide 
• 109306-96-9 3-methyl-4-nitro-N-(2,6-dimethylphenyl)benzamide 
• 95569-27-0 (2-Isopropyl-pyrazolo[1,5-a]pyridin-3-yl)-(3-methyl-4-nitro-phenyl)-methanone 
• 206874-44-4 2-Diazo-1-(3-methyl-4-nitro-phenyl)-ethanone 
• 50712-56-6 ethyl 2-(4-amino-3-methylphenyl)acetate 
• 126632-47-1 diethyl N-(3-methyl-4-nitrobenzoyl)-L-glutamate 
• 153304-73-5 (S)-2-(3-Methyl-4-nitro-benzoylamino)-hexanedioic acid dimethyl ester 
• 168078-68-0 10,11-dihydro-10-(3-methyl-4-nitro-benzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine 
• 247080-10-0 N-(3-methoxy-phenyl)-3-methyl-4-nitro-benzamide 
• 247080-09-7 N-(2-methoxy-phenyl)-3-methyl-4-nitro-benzamide 
• 102988-80-7 N-(4-methoxyphenyl)-4-nitro-3-methylbenzamide 
• 247080-48-4 2-(3-methyl-4-nitrophenyl)benzothiazole 
• 343975-32-6 N-(4-fluorophenyl)-3-methyl-4-nitrobenzamide 
• 343975-31-5 N-(2-fluoro-phenyl)-3-methyl-4-nitro-benzamide 

Relevant academic research and scientific papers

Compound based on benzimidazole substituted phenyl n-butylamide and preparation method of compound

The invention relates to a compound based on benzimidazole substituted phenyl n-butylamide and a preparation method of the compound. According to the method disclosed by the invention, nitrification and polyphosphoric acid cyclization reactions are avoided, and the generation of a large amount of waste acid reaction liquid is avoided from the source. The synthesis method disclosed by the inventionhas the advantages of simplicity, high efficiency, mild conditions, less pollutants and the like, and is suitable for being developed into a green sustainable production process.

Ester group-containing aromatic diamine monomer and preparation method thereof

The invention discloses an ester group-containing aromatic diamine monomer and a preparation method thereof. The chemical structural formula of the ester group-containing aromatic diamine monomer is shown in the specification. The synthesis reaction of the ester group-containing aromatic diamine monomer comprises the following three steps: step 1, in the presence of a catalyst DMF, reacting a nitrobenzoic acid derivative with thionyl chloride to generate a nitrobenzoyl chloride derivative; 2, reacting the obtained nitrobenzoyl chloride derivative with a dihydric phenol and triethylamine at room temperature to generate an ester group-containing binitro compound intermediate; and 3, by taking stannous chloride dihydrate as a reducing agent, adding the ester group-containing binitro compoundintermediate, and reacting to obtain the novel ester group-containing aromatic diamine monomer. The ester-group-containing aromatic diamine monomer disclosed by the invention is simple in synthetic route, high in yield and suitable for industrial production, and the generated ester-group-containing aromatic diamine monomer can be used for preparing colorless, transparent and low-thermal-expansion-coefficient polyimide.

Spiro-bis-benzoxazole diamine and preparation method and application thereof, polyimide and preparation method and application thereof

The invention belongs to the technical field of macromolecules, and particularly relates to spirobibenzoxazole diamine, a preparation method and application thereof, polyimide and a preparation method and application thereof. According to the present invention, the spiro-bis-benzoxazole diamine is adopted as the monomer to prepare the polyimide, and the spiro structure is introduced into the diamine structure, such that the obtained polyimide has excellent solubility and excellent processability; meanwhile, the polyimide forms a microporous structure, so that the gas permeability of the polyimide is improved.

Synthetic method of 3-methyl-4-amino-N-(4-amino-2-methyl-phenyl)-benzamide

The invention discloses a synthetic method of 3-methyl-4-amino-N-(4-amino-2-methyl-phenyl)-benzamide. The synthetic method comprises the following steps: (1) carrying out a chlorination reaction on 3-methyl-4-nitrobenzoic acid to prepare 3-methyl-4-nitrobenzoyl chloride; (2) carrying out a condensation reaction on 3-methyl-4-nitrobenzoyl chloride and 2-methyl-4-nitroaniline to prepare 3-methyl-4-nitro-N-(4-nitro-2-methyl-phenyl)-benzamide; and (3) carrying out catalytic hydrogenation on the 3-methyl-4-nitro-N-(4-nitro-2-methyl-phenyl)-benzamide to prepare the 3-methyl-4-amino-N-(4-amino-2-methyl-phenyl)-benzamide. The method is short in synthetic route, low in production cost, small in environmental pollution, suitable for industrial production, particularly capable of obtaining a pure white and high-purity target product through an optimization technical means, higher in use value and wider in application range.

Novel commercial scale synthetic approach for 5-cyanoindole: A potential intermediate for vilazodone hydrochloride, an antidepressant drug

Present work describes the synthesis of 5-cyanoindole, a common intermediate used in various synthetic route of the antidepressant vilazodone hydrochloride. The protocol is both robust and commercially viable, utilizing readily available and low-cost materials and the isomers are environmental friendly than previously reported routes through its evading use of cyanide reagents and heavy metals.

Production method of 3-methyl-4-nitrobenzoate trichloronitrile butyl ester

The invention belongs to the technical field of fine chemistry, and relates to a production method of 3-methyl-4-nitrobenzoate trichloronitrile butyl ester. The production method comprises following steps: (1), cuprous chloride is taken as a catalyst, trichloroacetaldehyde and acrylonitrile are reacted at 65 to 95 DEG C to prepare 2, 4, 4-trichloro-4-formaldehyde butyronitrile; (2), formaldehyde,calcium hydrate, and 2, 4, 4-trichloro-4-formaldehyde butyronitrile are reacted at 30 to 70 DEG C so as to prepare 2, 4, 4-trichlorocyanbutanol; (3), 3-methyl-4 nitrobenzoic acid, pyridine, and thionyl chloride are reacted at 30 to 120 DEG C to prepare 3-methyl-4-nitro benzoyl chloride; and (4), 2, 4, 4-trichlorocyanbutanol and 3-methyl-4-nitro benzoyl chloride are reacted at 30 to 50 DEG C so asto obtain a finished product. The production method is capable of increasing the entire reaction yield, and reducing production cost; and is suitable for industrialized production.

Compound with antidepressant activity and preparation method thereof

The present invention provides compounds with antidepressant activity and a preparation method thereof. The molecular formula of the compound is C13H17NO2Cl, the molecular weight is 252.5, the meltingpoint is 207 DEG C, and the structural formula is shown in the specification. The preparation method comprises the following steps: adding 3-methyl-4-nitrobenzoic acid and thionyl chloride into a first reaction container, stirring, dissolving and uniformly mixing the mixture, and condensing and refluxing the mixture at the temperature of 80 +/-3 DEG C to obtain acyl chloride A1; dropwise adding the acyl chloride A1, cooled to 0 DEG C, into a second reaction container to obtain an intermediate product A2; dissolving A2 in DMF, and adding the solution into a third reaction container to obtain an intermediate product A3; adding the obtained intermediate product A3 into a fourth reaction container to obtain a crude product, and treating the crude product in a chromatographic column to obtainan intermediate product A4; and adding the obtained intermediate product A4 into a sixth reaction container to obtain a powdery solid A5, which is the compound with the antidepressant activity.

Diamine and polyimide, and use thereof

PROBLEM TO BE SOLVED: To provide a polyimide having excellent solution processability. SOLUTION: The present invention provides a diamine and a polyimide having structures represented by formula (1) and formula (3) (R1's independently represent a C1-4 alkyl group or alkoxy group; n is an integer of 1-4; X1 is at least one of a tetravalent aromatic group and aliphatic group). SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Dopamine D3/D2 Receptor Antagonist PF-4363467 Attenuates Opioid Drug-Seeking Behavior without Concomitant D2 Side Effects

Dopamine receptor antagonism is a compelling molecular target for the treatment of a range of psychiatric disorders, including substance use disorders. From our corporate compound file, we identified a structurally unique D3 receptor (D3R) antagonist scaffold, 1. Through a hybrid approach, we merged key pharmacophore elements from 1 and D3 agonist 2 to yield the novel D3R/D2R antagonist PF-4363467 (3). Compound 3 was designed to possess CNS drug-like properties as defined by its CNS MPO desirability score (≥4/6). In addition to good physicochemical properties, 3 exhibited low nanomolar affinity for the D3R (D3 Ki = 3.1 nM), good subtype selectivity over D2R (D2 Ki = 692 nM), and high selectivity for D3R versus other biogenic amine receptors. In vivo, 3 dose-dependently attenuated opioid self-administration and opioid drug-seeking behavior in a rat operant reinstatement model using animals trained to self-administer fentanyl. Further, traditional extrapyramidal symptoms (EPS), adverse side effects arising from D2R antagonism, were not observed despite high D2 receptor occupancy (RO) in rodents, suggesting that compound 3 has a unique in vivo profile. Collectively, our data support further investigation of dual D3R and D2R antagonists for the treatment of drug addiction.

Crystal engineering of hand-twisted helical crystals

A strategy is outlined for the design of hand-twisted helical crystals. The starting point in the exercise is the one-dimensional (1D) plastic crystal, 1,4-dibromobenzene, which is then changed to a 1D elastic crystal, exemplified by 4-bromophenyl 4'-chlorobenzoate, by introduction of a molecular synthon -O-CO-in lieu of the supramolecular synthon Br···Br in the precursor. The 1D elastic crystals are next modified to two-dimensional (2D) elastic crystals, of the type 4-bromophenyl 4'-nitrobenzoate where the halogen bonding and C-H· · ·O hydrogen bonding are well-matched. Finally, varying the interaction strengths in these 2D elastic crystals gives plastic crystals with two pairs of bendable faces but without slip planes. Typical examples are 4-chlorophenyl and 4-bromophenyl 4'-nitrobenzoate. This type of 2D plasticity represents a new type of bendable crystals in which plastic behavior is seen with a fair degree of isotropic character in the crystal packing. The presence of two sets of bendable faces, generally orthogonal to each other, allows for the possibility of hand-twisting of the crystals to give grossly helical morphologies. Accordingly, we propose the name hand-twisted helical crystals for these substances.