ChemicalBook CAS DataBase List 6-AMINO-4-(3-HYDROXYPHENYL)-3-METHYL-4H-PYRANO[3,2-D]PYRAZOLE-5-CARBONITRILE

6-AMINO-4-(3-HYDROXYPHENYL)-3-METHYL-4H-PYRANO[3,2-D]PYRAZOLE-5-CARBONITRILE synthesis

5synthesis methods

Product Name:6-AMINO-4-(3-HYDROXYPHENYL)-3-METHYL-4H-PYRANO[3,2-D]PYRAZOLE-5-CARBONITRILE
CAS Number:89607-42-1
Molecular formula:C14H12N4O2
Molecular Weight:268.27

141-97-9 Synthesis

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109-77-3 Synthesis

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6-AMINO-4-(3-HYDROXYPHENYL)-3-METHYL-4H-PYRANO[3,2-D]PYRAZOLE-5-CARBONITRILE

89607-42-1
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Yield:89607-42-1 95%

Reaction Conditions:

with hydrazine hydrate;Cocamidopropyl betaine in water at 50 - 60; for 0.0833333 h;Green chemistry;

Steps:

General procedure for the preparation of 6-amino-1,4-dihydro-3-methyl-4-substituted pyrano[2,3-c]pyrazole-5-carbonitriles

General procedure: To a mixture of aldehyde (2 mmol), malononitrile (2 mmol),ethyl acetoacetate (2 mmol), and hydrazine hydrate (4 mmol)was added CAPB (0.02 mol %) in H₂O (1.5 mL) and the mixture was stirred at 50-60 °C for the given times (Table 3). After completion of the reaction (TLC monitoring), cold H₂O was added and the precipitated product was filtered off and washed with H₂O to give the product. The structures of the dihydropyrano[2,3-c]pyrazole products 5a-r were identified by comparison of the spectroan alytical data with those reported in the literature (Table 3).

References:

Tamaddon, Fatemeh;Alizadeh, Masoomeh [Tetrahedron Letters,2014,vol. 55,# 26,p. 3588 - 3591] Location in patent:supporting information