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

Base Information

• Chemical Name: 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyridin-2-yl-benzenesulfonamide
• CAS No.: 326926-73-2
• Molecular Formula: C₁₄H₁₃N₇O₃S
• Molecular Weight: 359.368

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

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

Chemical Property:

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

There total 2 articles about 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyridin-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: 86.0%

cyano-{[4-(pyridin-2-ylsulfamoyl)-phenyl]-hydrazono}-acetic acid ethyl ester (326926-69-6) → 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyridin-2-yl-benzenesulfonamide (326926-73-2)

Guidance literature:

With hydrazine hydrate; In ethanol; Heating;

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

Reference yield:

sulphapyridine (144-83-2) → 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyridin-2-yl-benzenesulfonamide (326926-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaNO₂; aq. HCl / 0 °C

1.2: 80 percent / AcONa / aq. ethanol / 0 - 5 °C

2.1: 86 percent / hydrazine hydrate / ethanol / Heating

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

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

Reference yield: 74.0%

2-(Methylsulfanyl-p-tolylamino-methylene)-malononitrile (74906-21-1) + 4-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-ylazo)-N-pyridin-2-yl-benzenesulfonamide (326926-73-2) → 4-(5-amino-6-cyano-2-oxo-7-p-tolylamino-1,2-dihydro-pyrazolo[1,5-a]pyrimidin-3-ylazo)-N-pyridin-2-yl-benzenesulfonamide

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 3h; Heating;

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

upstream raw materials:

cyano-{[4-(pyridin-2-ylsulfamoyl)-phenyl]-hydrazono}-acetic acid ethyl ester

sulphapyridine

Downstream raw materials:

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

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