N-methyl-3-((2-methyl-2-(2-methyl-5-nitrophenylsulfonyl)hydrazono)methyl)pyrazolo[1,5-a]pyridine-5-carboxamide

Base Information

Chemical Name:N-methyl-3-((2-methyl-2-(2-methyl-5-nitrophenylsulfonyl)hydrazono)methyl)pyrazolo[1,5-a]pyridine-5-carboxamide
CAS No.:1356145-36-2
Molecular Formula:C₁₈H₁₈N₆O₅S
Molecular Weight:430.444
Hs Code.:

Synonyms:N-methyl-3-((2-methyl-2-(2-methyl-5-nitrophenylsulfonyl)hydrazono)methyl)pyrazolo[1,5-a]pyridine-5-carboxamide

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Chemical Property of N-methyl-3-((2-methyl-2-(2-methyl-5-nitrophenylsulfonyl)hydrazono)methyl)pyrazolo[1,5-a]pyridine-5-carboxamide

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Technology Process of N-methyl-3-((2-methyl-2-(2-methyl-5-nitrophenylsulfonyl)hydrazono)methyl)pyrazolo[1,5-a]pyridine-5-carboxamide

There total 8 articles about N-methyl-3-((2-methyl-2-(2-methyl-5-nitrophenylsulfonyl)hydrazono)methyl)pyrazolo[1,5-a]pyridine-5-carboxamide 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:

: C₁₁H₁₃N₅O

: 121-02-8
2-methyl-5-nitrobenzene-1-sulfonyl chloride

: 1356145-36-2
N-methyl-3-((2-methyl-2-(2-methyl-5-nitrophenylsulfonyl)hydrazono)methyl)pyrazolo[1,5-a]pyridine-5-carboxamide

Guidance literature:: With sodium hydrogencarbonate; In methanol; for 0.5h;
DOI:10.1016/j.bmc.2011.11.029

Reference yield:

: 2459-09-8
4-pyridinecarboxylic acid, methyl ester

: 1356145-36-2
N-methyl-3-((2-methyl-2-(2-methyl-5-nitrophenylsulfonyl)hydrazono)methyl)pyrazolo[1,5-a]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: mesitylenesulfonylhydroxylamine / dichloromethane / 2 h / 0 °C

1.2: 18 h / 20 °C

2.1: sulfuric acid; water / 18 h / Reflux

2.2: pH 2

3.1: hydrogenchloride / water / 4 h / Reflux

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

4.2: pH 10

5.1: sodium hydroxide / ethanol / 6 h / Reflux

5.2: pH 1

6.1: thionyl chloride / 1 h / Reflux

6.2: 3 h

7.1: sodium hydrogencarbonate / methanol

8.1: sodium hydrogencarbonate / methanol / 0.5 h

With hydrogenchloride; thionyl chloride; sulfuric acid; water; mesitylenesulfonylhydroxylamine; sodium hydrogencarbonate; sodium hydroxide; trichlorophosphate; In methanol; ethanol; dichloromethane; water; 4.1: Vilsmeier formylation;
DOI:10.1016/j.bmc.2011.11.029

Reference yield:

: 1101120-00-6
3-ethyl 5-methyl pyrazolo[1,5-a]pyridine-3,5-dicarboxylate

: 1356145-36-2
N-methyl-3-((2-methyl-2-(2-methyl-5-nitrophenylsulfonyl)hydrazono)methyl)pyrazolo[1,5-a]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid; water / 18 h / Reflux

1.2: pH 2

2.1: hydrogenchloride / water / 4 h / Reflux

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

3.2: pH 10

4.1: sodium hydroxide / ethanol / 6 h / Reflux

4.2: pH 1

5.1: thionyl chloride / 1 h / Reflux

5.2: 3 h

6.1: sodium hydrogencarbonate / methanol

7.1: sodium hydrogencarbonate / methanol / 0.5 h

With hydrogenchloride; thionyl chloride; sulfuric acid; water; sodium hydrogencarbonate; sodium hydroxide; trichlorophosphate; In methanol; ethanol; water; 3.1: Vilsmeier formylation;
DOI:10.1016/j.bmc.2011.11.029