2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide

Base Information

• Chemical Name: 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide
• CAS No.: 846023-24-3
• Molecular Formula: C10H8Cl2N2O2
• Molecular Weight: 259.092
• Hs Code.: 2926909090
• European Community (EC) Number: 617-590-6
• UNII: K3SP4M83RW
• DSSTox Substance ID: DTXSID70582702
• Wikidata: Q72458038
• Mol file: 846023-24-3.mol

Synonyms:2-CYANO-N-(2,4-DICHLORO-5-METHOXYPHENYL)ACETAMIDE;846023-24-3;Acetamide, 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-;2-CYANO-N-(2,4-DICHLORO-5-METHOXYPHENYL) ACETAMIDE;MFCD10565601;N-(2,4-Dichloro-5-methoxyphenyl)-2-cyanoacetamide;EC 617-590-6;K3SP4M83RW;SCHEMBL4961490;DTXSID70582702;RPWHAQJEZWBZGX-UHFFFAOYSA-N;AMY18435;BCP24247;AKOS015890723;DS-18356;SY116645;CS-0150520;NS00005636;C76695;A864056

Chemical Property of 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide

Chemical Property:

• Vapor Pressure: 9.92E-09mmHg at 25°C
• Melting Point: 180-181 °C(Solv: ethyl acetate (141-78-6))
• Refractive Index: 1.598
• Boiling Point: 462.4 °C at 760 mmHg
• PKA: -1.71±0.10(Predicted)
• Flash Point: 233.4 °C
• PSA: 62.12000
• Density: 1.436 g/cm³
• LogP: 2.92718
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 257.9962829
• Heavy Atom Count: 16
• Complexity: 302

Purity/Quality:

99.9% ^*data from raw suppliers

2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)NC(=O)CC#N)Cl)Cl
• Uses: 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide (cas# 846023-24-3) is a useful research chemical.

Technology Process of 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide

There total 4 articles about 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide 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: 88.0%

2,4-dichloro-5-methoxyaniline (98446-49-2) + cyanoacetic acid (372-09-8) → 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide (846023-24-3)

Guidance literature:

With diisopropyl-carbodiimide; In tetrahydrofuran; for 0.5h; Heating;

DOI:10.1021/jm061031t

Reference yield:

2,4-dichloro-5-methoxyaniline (98446-49-2) + cyanoacetic acid (372-09-8) + dicyclohexyl-carbodiimide (538-75-0) → 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide (846023-24-3) + 1,3-Dicyclohexylurea (2387-23-7)

Guidance literature:

In DMF (N,N-dimethyl-formamide); at 10 - 20 ℃; for 2h; Product distribution / selectivity;

Reference yield:

N-(2,4-dichloro-5-hydroxyphenyl)acetamide (67669-19-6) → 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide (846023-24-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / water; acetone / 4 h / 20 - 25 °C

2.1: hydrogenchloride / water; methanol / 3 h / 50 - 55 °C

3.1: oxalyl dichloride / ethyl acetate; N,N-dimethyl-formamide / 3 h / 0 - 28 °C

3.2: 2 h / 55 - 60 °C

With hydrogenchloride; oxalyl dichloride; potassium carbonate; In methanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone;

upstream raw materials:

2,4-dichloro-5-methoxyaniline

cyanoacetic acid

dicyclohexyl-carbodiimide

N-(2,4-dichloro-5-hydroxyphenyl)acetamide

Downstream raw materials:

2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-{4-methoxy-3-[3-(4-methylpiperazin-1-yl)-propoxy]-phenylamino}-acrylamide

bosutinib

C₂₇H₂₇Cl₂N₇O₂

C₃₁H₃₃Cl₂N₇O₂

Refernces

• 1、 Chen, Shaojun,Guo, Chuansheng,Shi, Shiting,Shi, Yanyan,Fang, Du,Fan, Houxing. "Design, synthesis and pharmacokinetic evaluation of a novel series of triazole-based Src kinase inhibitors with anti-proliferative activity". scheme or table. p. 9 - 13. Retrieved 2012/02/05.
• 2、 -. "4 [(2,4-DICHLORO-5-METHOXYPHENYL)AMINO]-6-ALKOXY-7-ETHYNYL-3-QUINOLINECARBONITRILES FOR THE TREATMENT OF ISCHEMIC INJURY". Page/Page column 13-14. . Retrieved 2010/11/08.