2',5'-Dichloroacetoacetanilide

Base Information

• Chemical Name: 2',5'-Dichloroacetoacetanilide
• CAS No.: 2044-72-6
• Molecular Formula: C10H9 Cl2 N O2
• Molecular Weight: 246.093
• Hs Code.: 29242998
• European Community (EC) Number: 218-060-3
• NSC Number: 3911
• UNII: R3SX6MV9T8
• DSSTox Substance ID: DTXSID1062126
• Nikkaji Number: J37.714G
• Wikidata: Q81989860
• Mol file: 2044-72-6.mol

Synonyms:2',5'-Dichloroacetoacetanilide;2044-72-6;N-(2,5-Dichlorophenyl)-3-oxobutanamide;Butanamide, N-(2,5-dichlorophenyl)-3-oxo-;Acetoacetic acid-2,5-dichloroanilide;Acetoacetanilide, 2',5'-dichloro-;2,5-Dichloroacetoacetanilide;AI3-03270;NSC 3911;NSC-3911;EINECS 218-060-3;NSC3911;R3SX6MV9T8;SCHEMBL54924;Acetoacetanilide,5'-dichloro-;DTXSID1062126;N-Acetoacetyl-2,5-dichloroaniline;CAA04472;Butanamide,5-dichlorophenyl)-3-oxo-;MFCD00018520;STL090842;N-(2,5-Dichlorphenyl)-acetoacetamid;AKOS000166177;Methyl-(tetrahydropyran-2-ylmethyl)amine;AS-64973;N-(2,5-Dichlorophenyl)-3-oxobutanamide #;CS-0315064;D1009;FT-0633996;D89760;N-(2,5-Dichlorophenyl)-3-oxobutanamide, AldrichCPR

Chemical Property of 2',5'-Dichloroacetoacetanilide

Chemical Property:

• Appearance/Colour: white to off-white powder or crystalline powder
• Melting Point: 93-97 °C
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 410.5°Cat760mmHg
• PKA: 10?+-.0.46(Predicted)
• Flash Point: 202°C
• PSA: 46.17000
• Density: 1.393g/cm³
• LogP: 2.98400
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 245.0010339
• Heavy Atom Count: 15
• Complexity: 258

Purity/Quality:

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

2',5'-Dichloroacetoacetanilide >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC(=O)CC(=O)NC1=C(C=CC(=C1)Cl)Cl

Technology Process of 2',5'-Dichloroacetoacetanilide

There total 5 articles about 2',5'-Dichloroacetoacetanilide 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: 41.0%

2,5 dichloroaniline (95-82-9) + 2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) → N-(2,5-dichlorophenyl)-3-oxobutanamide (2044-72-6)

Guidance literature:

at 160 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1124/mol.114.093294

Reference yield:

2,5 dichloroaniline (95-82-9) + ethyl acetoacetate (141-97-9) → N-(2,5-dichlorophenyl)-3-oxobutanamide (2044-72-6)

Guidance literature:

With pyridine; xylene; at 135 ℃;

Reference yield:

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + 2,5 dichloroaniline (95-82-9) → N-(2,5-dichlorophenyl)-3-oxobutanamide (2044-72-6)

Guidance literature:

With benzene;

upstream raw materials:

4-methyleneoxetan-2-one

2,5 dichloroaniline

ethyl acetoacetate

2,2,6-trimethyl-4H-1,3-dioxin-4-one

Downstream raw materials:

OO-OOX

[5-(2,5-Dichloro-phenylamino)-3-methyl-pyrazol-1-yl]-(2-hydroxy-phenyl)-methanone

1-(2,5-dichlorophenylcarbamoyl)-2-oxopropyl acetate

N-(2,5-dichlorophenyl)-4-(furan-2-yl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxamide

Refernces

• 1、 Meng, Fanwang,Cheng, Sufang,Ding, Hong,Liu, Shien,Liu, Yan,Zhu, Kongkai,Chen, Shijie,Lu, Junyan,Xie, Yiqian,Li, Linjuan,Liu, Rongfeng,Shi, Zhe,Zhou, Yu,Liu, Yu-Chih,Zheng, Mingyue,Jiang, Hualiang,Lu, Wencong,Liu, Hong,Luo, Cheng. "Discovery and Optimization of Novel, Selective Histone Methyltransferase SET7 Inhibitors by Pharmacophore- and Docking-Based Virtual Screening". . p. 8166 - 8181. Retrieved 2015/11/09.
• 2、 Virsodia, Vijay,Pissurlenkar, Raghuvir R.S.,Manvar, Dinesh,Dholakia, Chintan,Adlakha, Priti,Shah, Anamik,Coutinho, Evans C.. "Synthesis, screening for antitubercular activity and 3D-QSAR studies of substituted N-phenyl-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carboxamides". . p. 2103 - 2115. Retrieved 2008/12/23.