ethyl 3-amino-2-cyano-3-(2'-formanilidoacetyl-3'-hydroxy-5'-phenylaminothiophen-4'-yl)-acrylate

Base Information

• Chemical Name: ethyl 3-amino-2-cyano-3-(2'-formanilidoacetyl-3'-hydroxy-5'-phenylaminothiophen-4'-yl)-acrylate
• CAS No.: 142168-50-1
• Molecular Formula: C₂₅H₂₂N₄O₅S
• Molecular Weight: 490.539
• Mol file: 142168-50-1.mol

Synonyms:ethyl 3-amino-2-cyano-3-(2'-formanilidoacetyl-3'-hydroxy-5'-phenylaminothiophen-4'-yl)-acrylate

Chemical Property of ethyl 3-amino-2-cyano-3-(2'-formanilidoacetyl-3'-hydroxy-5'-phenylaminothiophen-4'-yl)-acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-amino-2-cyano-3-(2'-formanilidoacetyl-3'-hydroxy-5'-phenylaminothiophen-4'-yl)-acrylate

There total 1 articles about ethyl 3-amino-2-cyano-3-(2'-formanilidoacetyl-3'-hydroxy-5'-phenylaminothiophen-4'-yl)-acrylate 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:

4-bromo-3-oxo-N-phenylbutanamide (1205-74-9) + diethyl 3-amino-2-cyano-2-pentene-1,5-dicarboxylate (89779-30-6) + phenyl isothiocyanate (103-72-0) → ethyl 3-amino-2-cyano-3-(2'-formanilidoacetyl-3'-hydroxy-5'-phenylaminothiophen-4'-yl)-acrylate (142168-50-1)

Guidance literature:

With potassium hydroxide; Yield given. Multistep reaction; 1) DMF, room temperature, overnight, 2) room temperature, 24 h;

DOI:10.1007/BF00810946

Reference yield: 76.0%

ethyl 3-amino-2-cyano-3-(2'-formanilidoacetyl-3'-hydroxy-5'-phenylaminothiophen-4'-yl)-acrylate (142168-50-1) → 4-amino-3-cyano-6-formanilido-5-hydroxy-2-oxo-1-phenyl-thieno<2,3-b>pyridine (142168-51-2)

Guidance literature:

With sodium hydroxide; In ethanol; for 2h; Heating;

DOI:10.1007/BF00810946

Reference yield:

ethyl 3-amino-2-cyano-3-(2'-formanilidoacetyl-3'-hydroxy-5'-phenylaminothiophen-4'-yl)-acrylate (142168-50-1) → 9-amino-8-cyano-4,7-dioxo-3-formanilido-6-phenyl-pyrido<2,3:2',3'>thieno<4,5-c>pyridazine (142168-53-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / NaOH / ethanol / 2 h / Heating

2: 1) NaNO₂, aq. HCl, 2) aq. NaOH / 1) 0 deg C, 2) EtOH, room temperature, 6 h

3: 55 percent / conc. H₂SO₄ / 4 h / Heating; boiling water-bath

With hydrogenchloride; sodium hydroxide; sulfuric acid; sodium nitrite; In ethanol;

DOI:10.1007/BF00810946

upstream raw materials:

4-bromo-3-oxo-N-phenylbutanamide

diethyl 3-amino-2-cyano-2-pentene-1,5-dicarboxylate

phenyl isothiocyanate

Downstream raw materials:

4-amino-3-cyano-6-formanilido-5-hydroxy-2-oxo-1-phenyl-thieno<2,3-b>pyridine

4-amino-3-cyano-5-hydroxy-6-(α-phenylhydrazo-formanilidoacetyl)-2-oxo-1-phenyl-thieno<2,3-b>pyridine

9-amino-8-cyano-4,7-dioxo-3-formanilido-6-phenyl-pyrido<2,3:2',3'>thieno<4,5-c>pyridazine