N'-((5-chloropyrazolo[1,5-a]pyridin-3-yl)methylene)-N,2-dimethyl-5-nitrobenzenesulfonohydrazide

Base Information

• Chemical Name: N'-((5-chloropyrazolo[1,5-a]pyridin-3-yl)methylene)-N,2-dimethyl-5-nitrobenzenesulfonohydrazide
• CAS No.: 1101118-17-5
• Molecular Formula: C₁₆H₁₄ClN₅O₄S
• Molecular Weight: 407.837
• Mol file: 1101118-17-5.mol

Synonyms:N'-((5-chloropyrazolo[1,5-a]pyridin-3-yl)methylene)-N,2-dimethyl-5-nitrobenzenesulfonohydrazide

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about N'-((5-chloropyrazolo[1,5-a]pyridin-3-yl)methylene)-N,2-dimethyl-5-nitrobenzenesulfonohydrazide 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:

C9H9ClN4 + 2-methyl-5-nitrobenzene-1-sulfonyl chloride (121-02-8) → N'-((5-chloropyrazolo[1,5-a]pyridin-3-yl)methylene)-N,2-dimethyl-5-nitrobenzenesulfonohydrazide (1101118-17-5)

Guidance literature:

With sodium hydrogencarbonate; In methanol; for 0.5h;

DOI:10.1016/j.bmc.2011.11.029

Reference yield:

5-[(tert-butoxycarbonyl)amino]pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester (1101120-33-5) → N'-((5-chloropyrazolo[1,5-a]pyridin-3-yl)methylene)-N,2-dimethyl-5-nitrobenzenesulfonohydrazide (1101118-17-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dichloromethane / 18 h / 20 °C

2.1: sulfuric acid; water / 18 h / Reflux

2.2: pH 12

3.1: hydrogenchloride; copper(l) chloride; sodium nitrite / water / 0.78 h / 0 - 80 °C

3.2: pH 10

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

4.2: pH 10

5.1: sodium hydrogencarbonate / methanol

6.1: sodium hydrogencarbonate / methanol / 0.5 h

With hydrogenchloride; sulfuric acid; water; sodium hydrogencarbonate; copper(l) chloride; sodium nitrite; trichlorophosphate; In methanol; dichloromethane; water; 4.1: Vilsmeier formylation;

DOI:10.1016/j.bmc.2011.11.029

Reference yield:

ethyl 5-aminopyrazolo[1,5-a]pyridine-3-carboxylate trifluoroacetate → N'-((5-chloropyrazolo[1,5-a]pyridin-3-yl)methylene)-N,2-dimethyl-5-nitrobenzenesulfonohydrazide (1101118-17-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid; water / 18 h / Reflux

1.2: pH 12

2.1: hydrogenchloride; copper(l) chloride; sodium nitrite / water / 0.78 h / 0 - 80 °C

2.2: pH 10

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

3.2: pH 10

4.1: sodium hydrogencarbonate / methanol

5.1: sodium hydrogencarbonate / methanol / 0.5 h

With hydrogenchloride; sulfuric acid; water; sodium hydrogencarbonate; copper(l) chloride; sodium nitrite; trichlorophosphate; In methanol; water; 3.1: Vilsmeier formylation;

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

pyrazolo[1,5-a]pyridin-5-amine

5-chloropyrazolo[1,5-a]pyridine

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