N-(4-Bromophenyl)-2-chloroacetamide

Base Information

• Chemical Name: N-(4-Bromophenyl)-2-chloroacetamide
• CAS No.: 2564-02-5
• Molecular Formula: C8H7BrClNO
• Molecular Weight: 248.507
• Hs Code.: 2924299090
• European Community (EC) Number: 623-213-6
• NSC Number: 220248
• UNII: S44D458BY3
• DSSTox Substance ID: DTXSID70180323
• Nikkaji Number: J54.138I
• Wikidata: Q83050863
• Mol file: 2564-02-5.mol

Synonyms:N-(4-Bromophenyl)-2-chloroacetamide;2564-02-5;Acetamide, N-(4-bromophenyl)-2-chloro-;ACETANILIDE, 4'-BROMO-2-CHLORO-;4'-Bromo-2-chloroacetanilide;MFCD00018903;NSC 220248;NSC-220248;BRN 0639451;N-(4-Bromo-phenyl)-2-chloro-acetamide;Acetamide,N-(4-bromophenyl)-2-chloro-;NSC220248;WLN: G1VMR DE;CBChromo1_000033;CBDivE_001875;2-Chloro-4'-bromoacetanilide;4'-Bromo-2-chloroacetoanilide;SCHEMBL1948373;N-(Chloroacetyl)-4-bromoaniline;DTXSID70180323;N-(4-Bromophenyl)chloroacetamide;S44D458BY3;2-Chloro-N-(p-bromophenyl)acetamide;STK117938;2-Chloro-N-(4-bromophenyl)acetamide;AKOS000263818;N-(4-bromophenyl)-2-chloro-acetamide;N1-(4-bromophenyl)-2-chloroacetamide;AS-8251;N-(4-Bromophenyl)-alpha-chloroacetamide;BB 0243228;CS-0064109;FT-0634366;N-(4-Bromophenyl)-2-chloroacetamide, 96%;EN300-17262;W11889;3-12-00-01437 (Beilstein Handbook Reference);J-016081;Z56899212

Chemical Property of N-(4-Bromophenyl)-2-chloroacetamide

Chemical Property:

• Melting Point: 180-184 °C (dec.)(lit.)
• Boiling Point: 386.3 °C at 760 mmHg
• PKA: 12.02±0.70(Predicted)
• Flash Point: 187.4 °C
• PSA: 29.10000
• Density: 1.655 g/cm³
• LogP: 2.69940
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 246.93995
• Heavy Atom Count: 12
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

N1-(4-Bromophenyl)-2-chloroacetamide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)CCl)Br

Technology Process of N-(4-Bromophenyl)-2-chloroacetamide

There total 6 articles about N-(4-Bromophenyl)-2-chloroacetamide 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: 97.0%

chloroacetyl chloride (79-04-9) + 4-bromo-aniline (106-40-1) → N-(4-bromophenyl)-2-chloroacetamide (2564-02-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield:

chloroacetic acid ethyl ester (105-39-5) + 4-bromo-aniline (106-40-1) → N-(4-bromophenyl)-2-chloroacetamide (2564-02-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 5 ℃; for 10h;

DOI:10.3390/PH14090870

Reference yield:

4-bromo-aniline (106-40-1) + Chloroacetic anhydride (541-88-8) → N-(4-bromophenyl)-2-chloroacetamide (2564-02-5)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.taap.2019.114692

upstream raw materials:

N-chloroacetyl-aniline

chloroacetyl chloride

4-bromo-aniline

Chloroacetic anhydride

Downstream raw materials:

N-(4-Bromo-phenyl)-2-(2,2-dimethyl-4-oxo-chroman-7-yloxy)-acetamide

N-(4-bromophenyl)-2-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)sulfanylacetamide

2-[6-Amino-4-(4-bromo-phenyl)-3,5-dicyano-pyridin-2-ylsulfanyl]-N-(4-bromo-phenyl)-acetamide

Refernces

• 1、 J?nsch, Niklas,Meyer-Almes, F. J.,Mrowka, Piotr,Ramaa, C. S.,Schweipert, Markus,Tilekar, Kalpana,Upadhyay, Neha. "Discovery of 5-naphthylidene-2,4-thiazolidinedione derivatives as selective HDAC8 inhibitors and evaluation of their cytotoxic effects in leukemic cell lines". . . Retrieved 2020.
• 2、 Gao, Jie,He, Zhili,Hong, Zhanying,Li, Tao,Luo, Deyan,Miao, Zhenyuan,Ning, Nianzhi,Wang, Hui,Wang, Jianxin,Wu, Yuelin,Xv, Xiguo,Zhang, Wannian,Zhang, Yanming,Zhuang, Chunlin. "Discovery of a Potent Botulinum Neurotoxin A Inhibitor ZM299 with Effective Protections in Botulism Mice". . p. 357 - 364. Retrieved 2021/12/24.
• 3、 Bozdeveci, Arif,Krishna, Vagolu Siva,Sriram, Dharmarajan,Alpay Karao?lu, ?engül,Kü?ükgüzel, ?lkay,Kulaba?, Necla,Türe, Asl?. "Novel fluoroquinolones containing 2-arylamino-2-oxoethyl fragment: Design, synthesis, evaluation of antibacterial and antituberculosis activities and molecular modeling studies". . . Retrieved 2022/01/11.