ALPHA-CHLORO-3-NITROACETANILIDE

Base Information

• Chemical Name: ALPHA-CHLORO-3-NITROACETANILIDE
• CAS No.: 10147-71-4
• Molecular Formula: C8H7CN2O3
• Molecular Weight: 214.608
• Hs Code.: 29214200
• Mol file: 10147-71-4.mol

Synonyms:Acetanilide,2-chloro-3'-nitro- (6CI,7CI,8CI);2-Chloro-N-(3-nitrophenyl)acetamide;3-Nitro-a-chloroacetanilide;N-Chloroacetyl-3-nitroaniline;N-Chloroacetyl-m-nitroaniline;a-Chloro-3-nitroacetanilide;a-Chloro-N-(3-nitrophenyl)acetamide;

Chemical Property of ALPHA-CHLORO-3-NITROACETANILIDE

Chemical Property:

• Vapor Pressure: 4.91E-05mmHg at 25°C
• Melting Point: 112-115 °C
• Refractive Index: 1.509
• Boiling Point: 410.8 °C at 760 mmHg
• Flash Point: 202.3 °C
• PSA: 74.92000
• Density: 1.472 g/cm³
• LogP: 2.36830

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-N-(3-nitrophenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ALPHA-CHLORO-3-NITROACETANILIDE

There total 5 articles about ALPHA-CHLORO-3-NITROACETANILIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

chloroacetyl chloride (79-04-9) + 3-nitro-aniline (99-09-2) → 2-chloro-N-(3-nitrophenyl)acetamide (10147-71-4)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.ejmech.2014.02.018

Reference yield: 43.0%

2-nitro-aniline (88-74-4) + chloroacetyl chloride (79-04-9) → 2-chloro-N-(3-nitrophenyl)acetamide (10147-71-4)

Guidance literature:

2-nitro-aniline; With triethylamine; In dichloromethane; for 0.0833333h; Cooling with ice;

chloroacetyl chloride; In dichloromethane; at 0 - 20 ℃; for 5h;

DOI:10.1021/ml500534c

Reference yield:

H2NC6H3(Cl)NO2 (6283-25-6) + acetyl chloride (75-36-5) → 2-chloro-N-(3-nitrophenyl)acetamide (10147-71-4)

Guidance literature:

H₂NC₆H₃(Cl)NO₂; With triethylamine; In dichloromethane; at 25 - 30 ℃; for 0.25h;

acetyl chloride; In dichloromethane; at 0 - 25 ℃; for 3.16667h;

upstream raw materials:

chloroacetyl chloride

3-nitro-aniline

H₂NC₆H₃(Cl)NO₂

acetyl chloride

Downstream raw materials:

2-(diethylamino)-N-(3-nitrophenyl)acetamide

2-Chloro-N-[4-(3-nitro-phenylamino)-thiazol-2-yl]-acetamide

1,4-dihydro-1-[(3-nitrophenylcarbamoyl)methyl]-4-oxo-3-pyridinesulfonamide

N-(3-aminophenyl)-2-(piperidin-1-yl)acetamide

Refernces

• 1、 Zhang, Shuai,Liu, Xiao-Jia,Tang, Rui,Wang, Hai-Xin,Liu, Hai-Ying,Liu, Yu-Ming,Chen, Bao-Quan. "Design, synthesis and antiproliferative evaluation of novel disulfides containing 1,3,4-thiadiazole moiety". . p. 950 - 958. Retrieved 2017.
• 2、 Phatak, Pramod S.,Sathe, Bhaurao P.,Dhumal, Sambhaji T.,Rehman, Naziya N. M. A.,Dixit, Prashant P.,Khedkar, Vijay M.,Haval, Kishan P.. "Synthesis, Antimicrobial Evaluation, and Docking Studies of Substituted Acetylphenoxymethyl-triazolyl-N-phenylacetamides". . . Retrieved 2019.
• 3、 Joshi, Hardik,Patil, Vijay,Tilekar, Kalpana,Upadhyay, Neha,Gota, Vikram,Ramaa. "Benzylidene thiazolidinediones: Synthesis, in vitro investigations of antiproliferative mechanisms and in vivo efficacy determination in combination with Imatinib". . . Retrieved 2020.
• 4、 Wang, Yong,Chan, Fung-Yi,Sun, Ning,Lui, Hok-Kiu,So, Pui-Kin,Yan, Siu-Cheong,Chan, Kin-Fai,Chiou, Jiachi,Chen, Sheng,Abagyan, Ruben,Leung, Yun-Chung,Wong, Kwok-Yin. "Structure-based design, synthesis, and biological evaluation of isatin derivatives as potential glycosyltransferase inhibitors". . p. 685 - 696. Retrieved 2014.
• 5、 Li, Huan,Wang, Baolei,Xiong, Lixia,Yang, Na. "Design, synthesis and biological evaluation of novel thienylpyridyl-and thioether-containing acetamides and their derivatives as pesticidal agents". . . Retrieved 2021/09/28.