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

Base Information

• Chemical Name: 6-amino-4-(2,5-dimethoxyphenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
• CAS No.: 132814-01-8
• Molecular Formula: C₁₆H₁₆N₄O₃
• Molecular Weight: 312.328
• Mol file: 132814-01-8.mol

Synonyms:2-amino-3-cyano-4,7-dihydro-4-(2,5-dimethoxyphenyl)-5-methylpyrano<2,3-c>pyrazole

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

Chemical Property:

• Boiling Point: 580.3±50.0 °C(Predicted)
• PKA: 11.55±0.70(Predicted)
• Density: 1.38±0.1 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about 6-amino-4-(2,5-dimethoxyphenyl)-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: 97.0%

ethyl acetoacetate (141-97-9) + 2,5-dimethoxybenzaldehyde (93-02-7) + malononitrile (109-77-3) → 6-amino-4-(2,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile (132814-01-8,312510-16-0)

Guidance literature:

With iron oxide; hydrazine hydrate; In water; at 20 ℃; for 0.05h; Green chemistry;

DOI:10.1016/j.tet.2014.03.024

Reference yield: 91.0%

2,5-dimethoxybenzaldehyde (93-02-7) + 3-methyl-2-pyrazoline-5-one (108-26-9) + malononitrile (109-77-3) → 2-amino-3-cyano-4,7-dihydro-4-(2,5-dimethoxyphenyl)-5-methylpyrano<2,3-c>pyrazole (132814-01-8)

Guidance literature:

With H₃PO₄/Al₂O₃; In neat (no solvent); at 100 ℃; for 0.133333h; Reagent/catalyst; Green chemistry;

DOI:10.1007/s11164-013-1097-0

Reference yield: 85.0%

ethyl acetoacetate (141-97-9) + 2,5-dimethoxybenzaldehyde (93-02-7) + malononitrile (109-77-3) → 2-amino-3-cyano-4,7-dihydro-4-(2,5-dimethoxyphenyl)-5-methylpyrano<2,3-c>pyrazole (132814-01-8)

Guidance literature:

ethyl acetoacetate; With hydrazine hydrate; In neat (no solvent); at 20 ℃; for 0.0833333h;

2,5-dimethoxybenzaldehyde; malononitrile; In neat (no solvent); at 20 ℃; for 0.0833333h;

DOI:10.1007/s11164-012-0991-1

upstream raw materials:

2,5-dimethoxybenzaldehyde

3-methyl-2-pyrazoline-5-one

malononitrile

2,5-dimethoxy-1-(2',2'-dicyanovinyl)benzene