ethyl 1-(4-chlorophenyl)-5-cyano-4-methyl-6-oxo-1,6-dihydrodihydropyridazine-3-carboxylate

Base Information

• Chemical Name: ethyl 1-(4-chlorophenyl)-5-cyano-4-methyl-6-oxo-1,6-dihydrodihydropyridazine-3-carboxylate
• CAS No.: 115592-30-8
• Molecular Formula: C₁₅H₁₂ClN₃O₃
• Molecular Weight: 317.732

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

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

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

There total 3 articles about ethyl 1-(4-chlorophenyl)-5-cyano-4-methyl-6-oxo-1,6-dihydrodihydropyridazine-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: 97.0%

2-[(4-Chloro-phenyl)-hydrazono]-3-oxo-butyric acid ethyl ester (73981-88-1) + ethyl 2-cyanoacetate (105-56-6) → ethyl 1-(4-chlorophenyl)-5-cyano-4-methyl-6-oxo-1,6-dihydrodihydropyridazine-3-carboxylate (115592-30-8)

Guidance literature:

With ammonium acetate; In acetic acid; at 68 ℃; for 0.0152778h; irradiation in microwave oven;

DOI:10.1080/00397919708004105

Reference yield: 47.0%

ethyl 2-cyanoacetate (105-56-6) + ethyl 2-(4-chlorophenylhydrazono)-3-oxobutyrate (18794-97-3,73981-88-1) → ethyl 1-(4-chlorophenyl)-5-cyano-4-methyl-6-oxo-1,6-dihydrodihydropyridazine-3-carboxylate (115592-30-8)

Guidance literature:

With ammonium acetate; acetic acid; at 170 ℃; for 0.0666667h; Microwave irradiation;

DOI:10.1021/jm100138f

Reference yield:

1-cyano-1,3-diethoxycarbonyl-2-methyl-1-propene (89516-30-3) + 4-chloro-aniline (106-47-8) → ethyl 1-(4-chlorophenyl)-5-cyano-4-methyl-6-oxo-1,6-dihydrodihydropyridazine-3-carboxylate (115592-30-8)

Guidance literature:

With hydrogenchloride; sodium acetate; sodium nitrite; Yield given. Multistep reaction; 2.) EtOH, 0 deg C;

DOI:10.1002/ardp.19893220905

upstream raw materials:

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

4-chloro-aniline

2-[(4-Chloro-phenyl)-hydrazono]-3-oxo-butyric acid ethyl ester

ethyl 2-cyanoacetate

Downstream raw materials:

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

5-amino-3-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carbohydrazide

5-amino-3-(4-chlorophenyl)-N-isopropyl-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxamide

ethyl 5-amino-3-(4-bromophenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylate

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