(E)-1-(4-chlorophenyl)-5-(4-hydroxy-3-methoxybenzylideneamino)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

Base Information

• Chemical Name: (E)-1-(4-chlorophenyl)-5-(4-hydroxy-3-methoxybenzylideneamino)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one
• CAS No.: 1349199-11-6
• Molecular Formula: C₂₀H₁₆ClN₅O₃
• Molecular Weight: 409.832

Synonyms:(E)-1-(4-chlorophenyl)-5-(4-hydroxy-3-methoxybenzylideneamino)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

Chemical Property of (E)-1-(4-chlorophenyl)-5-(4-hydroxy-3-methoxybenzylideneamino)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

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Technology Process of (E)-1-(4-chlorophenyl)-5-(4-hydroxy-3-methoxybenzylideneamino)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

There total 4 articles about (E)-1-(4-chlorophenyl)-5-(4-hydroxy-3-methoxybenzylideneamino)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one 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: 52.0%

5-amino-1-(4-chlorophenyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one (1349199-08-1) + vanillin (121-33-5,8014-42-4) → (E)-1-(4-chlorophenyl)-5-(4-hydroxy-3-methoxybenzylideneamino)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one (1349199-11-6)

Guidance literature:

With acetic acid; for 16h; Reflux;

DOI:10.1016/j.bmc.2011.09.036

Reference yield:

1-(4-chlorophenyl)-6-methylpyrazolo[3,4-d][1,3]oxazin-4(1H)-one (1349199-07-0) → (E)-1-(4-chlorophenyl)-5-(4-hydroxy-3-methoxybenzylideneamino)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one (1349199-11-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / butan-1-ol / 24 h / Reflux

2: acetic acid / 16 h / Reflux

With hydrazine hydrate; acetic acid; In butan-1-ol;

DOI:10.1016/j.bmc.2011.09.036

Reference yield:

5-amino-1-(4-chlorophenyl)-1H-pyrazole-4-carboxylic acid (14678-90-1) → (E)-1-(4-chlorophenyl)-5-(4-hydroxy-3-methoxybenzylideneamino)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one (1349199-11-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 4 h / Reflux

2: hydrazine hydrate / butan-1-ol / 24 h / Reflux

3: acetic acid / 16 h / Reflux

With hydrazine hydrate; acetic acid; In butan-1-ol;

DOI:10.1016/j.bmc.2011.09.036

upstream raw materials:

1-(4-chlorophenyl)-6-methylpyrazolo[3,4-d][1,3]oxazin-4(1H)-one

5-amino-1-(4-chlorophenyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

vanillin

5-amino-1-(4-chlorophenyl)-1H-pyrazole-4-carboxylic acid

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