N,2-dimethyl-5-nitro-N'-((5-vinylpyrazolo[1,5-a]pyridin-3-yl)methylene)benzenesulfonohydrazide

Base Information

• Chemical Name: N,2-dimethyl-5-nitro-N'-((5-vinylpyrazolo[1,5-a]pyridin-3-yl)methylene)benzenesulfonohydrazide
• CAS No.: 1101118-20-0
• Molecular Formula: C₁₈H₁₇N₅O₄S
• Molecular Weight: 399.43
• Mol file: 1101118-20-0.mol

Synonyms:N,2-dimethyl-5-nitro-N'-((5-vinylpyrazolo[1,5-a]pyridin-3-yl)methylene)benzenesulfonohydrazide

Chemical Property of N,2-dimethyl-5-nitro-N'-((5-vinylpyrazolo[1,5-a]pyridin-3-yl)methylene)benzenesulfonohydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,2-dimethyl-5-nitro-N'-((5-vinylpyrazolo[1,5-a]pyridin-3-yl)methylene)benzenesulfonohydrazide

There total 9 articles about N,2-dimethyl-5-nitro-N'-((5-vinylpyrazolo[1,5-a]pyridin-3-yl)methylene)benzenesulfonohydrazide 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: 44.0%

→ N,2-dimethyl-5-nitro-N'-((5-vinylpyrazolo[1,5-a]pyridin-3-yl)methylene)benzenesulfonohydrazide (1101118-20-0)

Guidance literature:

Reference yield:

C11H12N4 + 2-methyl-5-nitrobenzene-1-sulfonyl chloride (121-02-8) → N,2-dimethyl-5-nitro-N'-((5-vinylpyrazolo[1,5-a]pyridin-3-yl)methylene)benzenesulfonohydrazide (1101118-20-0)

Guidance literature:

With sodium hydrogencarbonate; In methanol; for 0.5h;

DOI:10.1016/j.bmc.2011.11.029

Reference yield:

ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate (885276-93-7) → N,2-dimethyl-5-nitro-N'-((5-vinylpyrazolo[1,5-a]pyridin-3-yl)methylene)benzenesulfonohydrazide (1101118-20-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid; water / 18 h / Reflux

1.2: pH 7

2.1: trichlorophosphate / 2 h / 20 °C / Inert atmosphere

2.2: pH 10

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 2 h / Inert atmosphere; Reflux

4.1: sodium hydrogencarbonate / methanol

5.1: sodium hydrogencarbonate / methanol / 0.5 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; water; sodium hydrogencarbonate; trichlorophosphate; In methanol; toluene; 2.1: Vilsmeier formylation / 3.1: Stille coupling;

DOI:10.1016/j.bmc.2011.11.029

upstream raw materials:

5-[(tert-butoxycarbonyl)amino]pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester

5-bromopyrazolo[1,5-a]pyridine

ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate

2-methyl-5-nitrobenzene-1-sulfonyl chloride