ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

Base Information

• Chemical Name: ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate
• CAS No.: 123565-82-2
• Molecular Formula: C₁₆H₁₅N₃O₄
• Molecular Weight: 313.313
• Mol file: 123565-82-2.mol

Synonyms:ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

Chemical Property of ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

There total 4 articles about ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate 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: 83.3%

ethyl 2-cyanoacetate (105-56-6) + 3-oxo-2-(2-(4-methoxyphenyl)hydrazono)butanoic acid ethyl ester (18794-95-1,77083-79-5,77098-98-7) → ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate (123565-82-2)

Guidance literature:

With ammonium acetate; at 140 ℃; for 0.5h;

Reference yield: 42.0%

ethyl 5-amino-3,4-dihydro-3-(4-methoxyphenyl)-4-oxothieno<3,4-d>pyridazine-1-carboxylate (123542-48-3) → ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate (123565-82-2)

Guidance literature:

With Benzylidenemalononitrile; In acetic acid; for 5h; Heating;

Reference yield:

4-methoxy-aniline (104-94-9) → ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate (123565-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; sodium nitrite / ethanol; water / 0.33 h / 0 °C

1.2: 2 h / 0 °C

2.1: ammonium acetate; acetic acid / 0.75 h / 120 °C / Microwave irradiation

With hydrogenchloride; ammonium acetate; acetic acid; sodium nitrite; In ethanol; water;

upstream raw materials:

ethyl 5-amino-3,4-dihydro-3-(4-methoxyphenyl)-4-oxothieno<3,4-d>pyridazine-1-carboxylate

1-cyano-1,3-diethoxycarbonyl-2-methyl-1-propene

4-methoxy-aniline

ethyl 2-cyanoacetate

Downstream raw materials:

5-Cyano-1-(4-methoxy-phenyl)-4-methyl-6-oxo-1,6-dihydro-pyridazine-3-carboxylic acid hydrazide

5-Cyano-1-(4-methoxy-phenyl)-4-methyl-6-oxo-1,6-dihydro-pyridazine-3-carbonyl azide

5-Cyano-4-((E)-2-dimethylamino-vinyl)-1-(4-methoxy-phenyl)-6-oxo-1,6-dihydro-pyridazine-3-carboxylic acid ethyl ester

ethyl 5-amino-3,4-dihydro-3-(4-methoxyphenyl)-4-oxothieno<3,4-d>pyridazine-1-carboxylate