(E)-2-Cyano-3-(3-iodo-phenylamino)-acrylic acid ethyl ester

Base Information

• Chemical Name: (E)-2-Cyano-3-(3-iodo-phenylamino)-acrylic acid ethyl ester
• CAS No.: 364793-63-5
• Molecular Formula: C₁₂H₁₁IN₂O₂
• Molecular Weight: 342.136
• Mol file: 364793-63-5.mol

Synonyms:(E)-2-Cyano-3-(3-iodo-phenylamino)-acrylic acid ethyl ester

Chemical Property of (E)-2-Cyano-3-(3-iodo-phenylamino)-acrylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-Cyano-3-(3-iodo-phenylamino)-acrylic acid ethyl ester

There total 1 articles about (E)-2-Cyano-3-(3-iodo-phenylamino)-acrylic acid ethyl ester 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: 98.0%

3-Iodoaniline (626-01-7) + ethyl (ethoxymethylene)cyanoacetate (94-05-3,42466-69-3) → (E)-2-Cyano-3-(3-iodo-phenylamino)-acrylic acid ethyl ester (364793-63-5)

Guidance literature:

In neat (no solvent); at 120 ℃;

DOI:10.1016/j.bmcl.2013.02.041

Reference yield:

(E)-2-Cyano-3-(3-iodo-phenylamino)-acrylic acid ethyl ester (364793-63-5) → 4-(2,4-dichloro-5-methoxyanilino)-7-[5-(1,3-dioxolan-2-yl)-thien-2-yl]-3-quinolinecarbonitrile (364788-75-0)

Guidance literature:

Multi-step reaction with 4 steps

1: various solvent(s) / Heating

2: POCl₃

3: pyridine*HCl / 2-ethoxy-ethanol

4: (PPh₃)2PdCl₂ / dioxane

With bis-triphenylphosphine-palladium(II) chloride; pyridine hydrochloride; trichlorophosphate; In 1,4-dioxane; 2-ethoxy-ethanol;

DOI:10.1016/S0960-894X(02)00302-5

Reference yield:

(E)-2-Cyano-3-(3-iodo-phenylamino)-acrylic acid ethyl ester (364793-63-5) → 4-(2,4-Dichloro-5-methoxyanilino)-7-[5-(1-piperidinylmethyl)-thien-2-yl]-3-quinolinecarbonitrile

Guidance literature:

Multi-step reaction with 6 steps

1: various solvent(s) / Heating

2: POCl₃

3: pyridine*HCl / 2-ethoxy-ethanol

4: (PPh₃)2PdCl₂ / dioxane

5: 1 N aq. HCl / tetrahydrofuran

6: NaB(OAc)3H; AcOH / CH₂Cl₂; dimethylformamide

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; pyridine hydrochloride; sodium tris(acetoxy)borohydride; acetic acid; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; 2-ethoxy-ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00302-5

upstream raw materials:

3-Iodoaniline

ethyl (ethoxymethylene)cyanoacetate

Downstream raw materials:

7-iodo-4-oxo-1,4-dihydroquinoline-3-carbonitrile

4-chloro-7-iodo-3-quinolinecarbonitrile

4-(2,4-dichloro-5-methoxyanilino)-7-iodo-3-quinolinecarbonitrile

4-(2,4-dichloro-5-methoxy-phenylamino)-7-(5-formyl-thiophen-2-yl)-quinoline-3-carbonitrile