4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyrimidin-2-yl-benzenesulfonamide

Base Information

• Chemical Name: 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyrimidin-2-yl-benzenesulfonamide
• CAS No.: 326926-74-3
• Molecular Formula: C₁₃H₁₂N₈O₃S
• Molecular Weight: 360.356

Synonyms:4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyrimidin-2-yl-benzenesulfonamide

Chemical Property of 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyrimidin-2-yl-benzenesulfonamide

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Technology Process of 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyrimidin-2-yl-benzenesulfonamide

There total 2 articles about 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyrimidin-2-yl-benzenesulfonamide 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: 76.0%

ethyl 2-cyano-2-(2-{4-[N-(pyrimidin-2-yl)sulfamoyl]phenyl}hydrazono)acetate (326926-70-9) → 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyrimidin-2-yl-benzenesulfonamide (326926-74-3)

Guidance literature:

With hydrazine hydrate; In ethanol; Heating;

DOI:10.1016/S0014-827X(00)00079-3

Reference yield:

sulfadiazine (68-35-9) → 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyrimidin-2-yl-benzenesulfonamide (326926-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaNO₂; aq. HCl / 0 °C

1.2: 85 percent / AcONa / aq. ethanol / 0 - 5 °C

2.1: 76 percent / hydrazine hydrate / ethanol / Heating

With hydrogenchloride; hydrazine hydrate; sodium nitrite; In ethanol;

DOI:10.1016/S0014-827X(00)00079-3

Reference yield: 76.0%

2-(2-methoxybenzylidene)malononitrile (2834-10-8) + 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyrimidin-2-yl-benzenesulfonamide (326926-74-3) → 4-[5-amino-6-cyano-7-(4-methoxy-phenyl)-2-oxo-1,2-dihydro-pyrazolo[1,5-a]pyrimidin-3-ylazo]-N-pyrimidin-2-yl-benzenesulfonamide

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; for 1h; Heating;

DOI:10.1016/S0014-827X(00)00079-3

upstream raw materials:

ethyl 2-cyano-2-(2-{4-[N-(pyrimidin-2-yl)sulfamoyl]phenyl}hydrazono)acetate

sulfadiazine

Downstream raw materials:

4-(5-amino-6-cyano-7-methylsulfanyl-2-oxo-1,2-dihydro-pyrazolo[1,5-a]pyrimidin-3-ylazo)-N-pyrimidin-2-yl-benzenesulfonamide

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