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2447-95-2

2447-95-2

Identification

  • Product Name:Benzamide,4-chloro-N-(4-methylphenyl)-

  • CAS Number: 2447-95-2

  • EINECS:

  • Molecular Weight:245.708

  • Molecular Formula: C14H12 Cl N O

  • HS Code:2924299090

  • Mol File:2447-95-2.mol

Synonyms:p-Benzotoluidide,4-chloro- (6CI,7CI,8CI); 4-Chloro-N-(4-methylphenyl)benzamide;4-Chloro-N-p-tolylbenzamide; 4-Chlorobenzo-p-toluidide;N-(4-Methylphenyl)-4-chlorobenzamide; N-(p-Chlorobenzoyl)-p-toluidine;N-(p-Methylphenyl)-p-chlorobenzamide; NSC 404983

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Safety information and MSDS view more

  • Signal Word:No signal word.

  • Hazard Statement:H411 Toxic to aquatic life with long lasting effects

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:Crysdot
  • Product Description:4-Chloro-N-(p-tolyl)benzamide 95+%
  • Packaging:5g
  • Price:$ 874
  • Delivery:In stock
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Relevant articles and documentsAll total 30 Articles be found

Base-promoted synthesis of N-arylbenzamides by N-benzoylation of dimethylphenylthioureas

Liu, Xing,Xu, Wan,Zeng, Meng-Tian,Liu, Min,Chang, Cai-Zhu,Zhu, Hui,Dong, Zhi-Bing

, p. 484 - 486 (2017)

An efficient synthesis of 10 N-arylbenzamides was achieved by N-benzoylation of N,N-dimethyl-(N'-phenyl)thioureas with 4-substituted benzoyl chlorides in dimethylacetamide in the presence of K2CO3. The features of this method include

A CO2-Catalyzed Transamidation Reaction

Yang, Yang,Liu, Jian,Kamounah, Fadhil S.,Ciancaleoni, Gianluca,Lee, Ji-Woong

, p. 16867 - 16881 (2021/11/18)

Transamidation reactions are often mediated by reactive substrates in the presence of overstoichiometric activating reagents and/or transition metal catalysts. Here we report the use of CO2as a traceless catalyst: in the presence of catalytic amounts of CO2, transamidation reactions were accelerated with primary, secondary, and tertiary amide donors. Various amine nucleophiles including amino acid derivatives were tolerated, showcasing the utility of transamidation in peptide modification and polymer degradation (e.g., Nylon-6,6). In particular,N,O-dimethylhydroxyl amides (Weinreb amides) displayed a distinct reactivity in the CO2-catalyzed transamidation versus a N2atmosphere. Comparative Hammett studies and kinetic analysis were conducted to elucidate the catalytic activation mechanism of molecular CO2, which was supported by DFT calculations. We attributed the positive effect of CO2in the transamidation reaction to the stabilization of tetrahedral intermediates by covalent binding to the electrophilic CO2

Ligand-free copper-catalyzed direct amidation of diaryliodonium salts using nitriles as amidation reagents

Cheng, Hui-cheng,Guo, Penghu,Ji, Hong-bing,Ma, Jiao-li,Zhang, Yang,Zhou, Lichao,Zhou, Xuming

supporting information, (2021/04/19)

An efficient and practical methodology for the synthesis of N-arylamides has been developed via copper-catalyzed amidation of diaryliodonium salts with nitriles. Various substituted aryl nitriles and aliphatic nitriles could be applied in the reaction, providing a series of N-arylated amides in moderate to good yields. This procedure provides an alternative route for the synthesis of various N-arylamides. A proposed mechanism based on control experiments is also presented.

Iron-catalyzed cross-coupling of N?methoxy amides and arylboronic acids for the synthesis of N-aryl amides

Li, Jinhui,Liu, Jin-Biao,Luo, Nianhua,Qiu, Guanyinsheng,Ren, Shangfeng,Wang, Ying,Xie, Huilin

, (2021/11/11)

An efficient iron-catalyzed synthesis of N-aryl amides from N?methoxy amides and arylboronic acids is developed. FeCl3 is used as the sole catalyst for the cross-coupling reaction between N?methoxy amides and arylboronic acids without any other

Preparation method of N-aryl amide compound

-

Paragraph 0067-0071, (2020/07/13)

The invention discloses a preparation method of an N-aryl amide compound, which comprises the following steps: (1) putting diaryliodonium salt and Cu(OAc)2 into a Schlenk tube provided with a magneticstirring rod; (2) sequentially adding DCE, H2O and nitrile by using an injector, sealing the Schlenk tube, and stirring for reaction at 80 DEG C; (3) cooling the obtained solution to room temperature, and performing extraction with EtOAc; and combining organic layers, performing washing with saline water, and performing drying with anhydrous Na2SO4; and (4) removing volatile matters in vacuum, and purifying residues through column chromatography to obtain the N-aryl amide compound. Through a large number of experiments, a substrate with a simple structure is screened, the reaction conditionsare mild, the yield is high, the pollution is small, and the application prospect is wide.

Method for synthesizing amide compound through photocatalysis in water phase

-

Paragraph 0079, (2019/10/01)

The invention discloses a method for synthesizing an amide compound through photocatalysis in a water phase. The method comprises the following steps: putting catalysis amounts of a free radical initiator, an amine derivative, a carboxylic acid derivative, a phase transfer catalyst, an inorganic base and water into a reaction container, carrying out a reaction in a photocatalysis reaction instrument at certain power under a room temperature condition, after a certain time, carrying out extraction by using a small amount of ethyl acetate, and carrying out recrystallization, so as to obtain theamide compound, wherein the free radical initiator is eosin, methyl orange, sodium persulfate, ammonium persulfate or potassium peroxodisulfate, the phase transfer catalyst is tetrabutylammonium bromide, and the power of the photocatalytic reaction instrument is 5W. By adopting the method disclosed by the invention, toxic thionyl chloride or phosphorus oxychloride is not needed for a chlorinationreaction, water is adopted as a solvent, a novel photocatalysis method is used, and the amide compound with a high yield can be prepared through a room-temperature reaction for 2-5 hours with an incandescent light bulb of 5W, and in addition, the method is simple in aftertreatment, and low in cost and is an ideal green synthesis method of amide compounds.

Process route upstream and downstream products

Process route

C<sub>20</sub>H<sub>18</sub>ClN<sub>3</sub>O<sub>2</sub>S

C20H18ClN3O2S

S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

4-chloro-N-(4-tolyl)benzamide
2447-95-2

4-chloro-N-(4-tolyl)benzamide

diphenyldisulfane
882-33-7

diphenyldisulfane

3-(4-Chloro-phenyl)-7-methyl-benzo[1,2,4]triazine

3-(4-Chloro-phenyl)-7-methyl-benzo[1,2,4]triazine

Conditions
Conditions Yield
With calcium sulfate; potassium carbonate; mercury(II) oxide; In 1,4-dioxane; for 18h; Ambient temperature;
17%
82%
N-(4-methylphenyl)hydroxylamine
623-10-9

N-(4-methylphenyl)hydroxylamine

4-chloro-N-(4-tolyl)benzamide
2447-95-2

4-chloro-N-(4-tolyl)benzamide

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: ethanol
2: methanol
3: KOH-solution
4: aqueous alkaline solution
With methanol; potassium hydroxide; ethanol; alkaline solution;
para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-chloro-N-(4-tolyl)benzamide
2447-95-2

4-chloro-N-(4-tolyl)benzamide

Conditions
Conditions Yield
With ammonium peroxydisulfate; tetrabutylammomium bromide; potassium hydroxide; In water; at 20 ℃; for 3h; Irradiation;
93%
With triethylamine; trichloromethyl chloroformate; In dichloromethane; at 20 ℃; for 0.5h;
92%
With pyridine; trichlorophosphate; at 50 ℃; for 3.5h; Cooling with ice;
86.5%
With pyridine; dmap; triethyl phosphite; at 120 - 130 ℃; for 7h;
76%
With pyridine; phosphonic Acid; iodine; Yield given; Multistep reaction; 1.) from 75 to 85 deg C, 30 min, 2.) from 140 to 150 deg C, 6 h;
4-Cyanochlorobenzene
623-03-0

4-Cyanochlorobenzene

bis(4-methylphenyl)iodonium trifluoromethanesulfonate
123726-16-9

bis(4-methylphenyl)iodonium trifluoromethanesulfonate

4-chloro-N-(4-tolyl)benzamide
2447-95-2

4-chloro-N-(4-tolyl)benzamide

Conditions
Conditions Yield
With copper diacetate; In water; 1,2-dichloro-ethane; at 80 ℃; for 20h; Schlenk technique; Sealed tube;
74%
With water; copper diacetate; In 1,2-dichloro-ethane; at 80 ℃; for 20h;
74%
3,3-dimethyl-1-(4-methylphenyl)thiourea
2741-13-1

3,3-dimethyl-1-(4-methylphenyl)thiourea

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

4-chloro-N-(4-tolyl)benzamide
2447-95-2

4-chloro-N-(4-tolyl)benzamide

Conditions
Conditions Yield
With potassium carbonate; In N,N-dimethyl acetamide; at 80 ℃; for 5h;
77%
4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

4-chloro-N-(4-tolyl)benzamide
2447-95-2

4-chloro-N-(4-tolyl)benzamide

Conditions
Conditions Yield
With triethylamine; In dichloromethane; at 20 ℃;
92%
With potassium carbonate; In tetrahydrofuran; for 12h; Heating;
With sodium carbonate; In diethyl ether;
With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.5h;
4-chloro-N-methoxybenzamide
25563-14-8

4-chloro-N-methoxybenzamide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-chloro-N-(4-tolyl)benzamide
2447-95-2

4-chloro-N-(4-tolyl)benzamide

Conditions
Conditions Yield
With iron(III) chloride; In 1,2-dichloro-ethane; at 120 ℃; for 24h; Sealed tube; Green chemistry;
59%
4-chlorophenylglyoxylic acid
7099-88-9

4-chlorophenylglyoxylic acid

4-chloro-N-(4-tolyl)benzamide
2447-95-2

4-chloro-N-(4-tolyl)benzamide

Conditions
Conditions Yield
With tris(1,10-phenanthroline)ruthenium(II) dichloride; oxygen; In dimethyl sulfoxide; at 32 ℃; for 36h; Irradiation; Schlenk technique;
77%
With water; oxygen; In 1,4-dioxane; at 20 ℃; for 48h; Schlenk technique; Irradiation;
76%
With silver trifluoromethanesulfonate; In water; acetonitrile; at 60 ℃; for 24h; Schlenk technique;
66%
4-chloro-N-methoxy-N-methylbenzamide
122334-37-6

4-chloro-N-methoxy-N-methylbenzamide

4-chloro-N-(4-tolyl)benzamide
2447-95-2

4-chloro-N-(4-tolyl)benzamide

Conditions
Conditions Yield
With carbon dioxide; In para-xylene; at 130 ℃; for 16h; under 760.051 Torr;
86%
4-chlorobenzamide
619-56-7

4-chlorobenzamide

4-chloro-N-(4-tolyl)benzamide
2447-95-2

4-chloro-N-(4-tolyl)benzamide

Conditions
Conditions Yield
With pyridine; copper diacetate; In tetrahydrofuran; at 40 ℃; for 48h;
83%

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