N-(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-N'-(4-methoxy-benzylidene)-hydrazine

Base Information

• Chemical Name: N-(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-N'-(4-methoxy-benzylidene)-hydrazine
• CAS No.: 246855-13-0
• Molecular Formula: C₁₃H₁₁ClN₆O
• Molecular Weight: 302.723

Synonyms:N-(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-N'-(4-methoxy-benzylidene)-hydrazine

Chemical Property of N-(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-N'-(4-methoxy-benzylidene)-hydrazine

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Technology Process of N-(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-N'-(4-methoxy-benzylidene)-hydrazine

There total 2 articles about N-(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-N'-(4-methoxy-benzylidene)-hydrazine 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: 79.0%

4-methoxy-benzaldehyde (123-11-5) + 6-Chloro-4-hydrazino-1H-pyrazolo[3,4-d]pyrimidine (246855-07-2) → N-(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-N'-(4-methoxy-benzylidene)-hydrazine (246855-13-0)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1039/a907673e

Reference yield:

2,4,6-trichloropyrimidine-5-carbaldehyde (50270-27-4) → N-(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-N'-(4-methoxy-benzylidene)-hydrazine (246855-13-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / NH₂NH₂ / 2-methoxy-ethanol / 0.5 h / 0 °C

2: 79 percent / dimethylformamide / 10 h / 20 °C

With hydrazine; In 2-methoxy-ethanol; N,N-dimethyl-formamide; 1: Substitution / 2: Condensation;

DOI:10.1039/a907673e

Reference yield: 61.0%

N-(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-N'-(4-methoxy-benzylidene)-hydrazine (246855-13-0) → 3-(4-methoxy-phenyl)-6,7-dihydro-pyrazolo[4,3-e][1,2,4]triazolo[4,3-c]pyrimidin-5-one (241161-65-9)

Guidance literature:

With nitric acid; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1039/a903676h

upstream raw materials:

4-methoxy-benzaldehyde

6-Chloro-4-hydrazino-1H-pyrazolo[3,4-d]pyrimidine

2,4,6-trichloropyrimidine-5-carbaldehyde

Downstream raw materials:

3-(4-methoxy-phenyl)-6,7-dihydro-pyrazolo[4,3-e][1,2,4]triazolo[4,3-c]pyrimidin-5-one

5-chloro-3-(4-methoxy-phenyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[4,3-c]pyrimidine

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