6-amino-4-(4-chlorophenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile

Base Information

• Chemical Name: 6-amino-4-(4-chlorophenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
• CAS No.: 89607-39-6
• Molecular Formula: C14H11ClN4O
• Molecular Weight: 286.721
• Mol file: 89607-39-6.mol

Synonyms:6-Amino-4-(4-chloro-phenyl)-3-methyl-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile;6-amino-3-methyl-4-(4-chlorophenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile;6-amino-(4-chlorophenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile;6-amino-1,4-dihydro-3-methyl-4-(4-chlorophenyl)pyrano[2,3-c]pyrazole-5-carbonitrile;6-amino-4-(4-chlorophenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile;3-Amino-4-cyano-6-methyl-5-(4-chlorophenyl)-2,5-dihydropyrano<2,3-c>pyrazole;6-amino-3-methyl-4-(4-chlorophenyl)-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile;

Chemical Property of 6-amino-4-(4-chlorophenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile

Chemical Property:

• PSA: 87.72000
• LogP: 3.28998

Purity/Quality:

99% ^*data from raw suppliers

6-Amino-4-(4-chlorophenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-amino-4-(4-chlorophenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile

There total 20 articles about 6-amino-4-(4-chlorophenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile 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: 99.0%

ethyl acetoacetate (141-97-9) + 4-chlorobenzaldehyde (104-88-1) + malononitrile (109-77-3) → 6‐amino‐4‐(4‐chlorophenyl)‐3‐methyl‐2,4-dihydropyrano[2.3‐c]pyrazol‐5‐carbonitrile (89607-39-6,298217-11-5)

Guidance literature:

With hydrazine hydrate; heptakis(6-amino-6-deoxy)-β-cyclodextrin; at 20 ℃; for 0.0166667h; Neat (no solvent);

DOI:10.1016/j.tetlet.2010.04.087

Reference yield: 99.0%

ethyl acetoacetate (141-97-9) + 4-chlorobenzaldehyde (104-88-1) + malononitrile (109-77-3) → 6‐amino‐3‐methyl‐ 4‐(4‐chlorophenyl)‐1,4‐dihydropyrano[2,3‐c]pyrazole‐5‐carbonitrile (89607-39-6)

Guidance literature:

With hydrazine hydrate; In neat (no solvent); at 20 ℃; for 0.166667h; Sonication; Green chemistry;

DOI:10.1002/jhet.3765

Reference yield: 98.0%

ethyl acetoacetate (141-97-9) + 4-chlorobenzaldehyde (104-88-1) + hydrazine hydrate (7803-57-8,79785-97-0) + malononitrile (109-77-3) → 6‐amino‐4‐(4‐chlorophenyl)‐3‐methyl‐2,4-dihydropyrano[2.3‐c]pyrazol‐5‐carbonitrile (89607-39-6,298217-11-5)

Guidance literature:

With silica-supported tetramethylguanidine; In neat (no solvent); at 100 ℃; for 0.333333h;

DOI:10.1080/00397911.2014.913634

upstream raw materials:

4-chlorobenzaldehyde

3-methyl-2-pyrazoline-5-one

malononitrile

ethyl 6-amino-4-(4-chlorophenyl)-5-cyano-2-methyl-4H-pyran-3-carboxylate

Downstream raw materials:

3-Amino-4-cyano-6-formyl-5-(4-chlorophenyl)-2,5-dihydropyrano<2,3-c>pyrazole

2-{(E)-2-[6-Amino-4-(4-chloro-phenyl)-5-cyano-1,4-dihydro-pyrano[2,3-c]pyrazol-3-yl]-vinyl}-1-ethyl-quinolinium; iodide

2-[(E)-2-(4-(4-Chloro-phenyl)-5-cyano-6-{[1-(4-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-1,4-dihydro-pyrano[2,3-c]pyrazol-3-yl)-vinyl]-1-ethyl-quinolinium; iodide

2-[(E)-2-(4-(4-Chloro-phenyl)-6-{[1-(4-chloro-phenyl)-meth-(E)-ylidene]-amino}-5-cyano-1,4-dihydro-pyrano[2,3-c]pyrazol-3-yl)-vinyl]-1-ethyl-quinolinium; iodide

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