ethyl 5-(chlorosulfonyl)-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: ethyl 5-(chlorosulfonyl)-1H-pyrazole-4-carboxylate
• CAS No.: 115703-22-5
• Molecular Formula: C₆H₇ClN₂O₄S
• Molecular Weight: 238.652
• European Community (EC) Number: 958-109-2
• Mol file: 115703-22-5.mol

Synonyms:ethyl 5-(chlorosulfonyl)-1H-pyrazole-4-carboxylate;115703-22-5;ethyl 5-chlorosulfonyl-1H-pyrazole-4-carboxylate;ethyl 3-(chlorosulfonyl)-1H-pyrazole-4-carboxylate;SCHEMBL23012664;AKOS005738912;AT25769;BS-3284;CS-0527015;EN300-26314;A926516;ethyl5-(chlorosulfonyl)-1H-pyrazole-4-carboxylate;Z227830110;3-chlorosulfonyl-2H-pyrazole-4-carboxylic acid ethyl ester

Chemical Property of ethyl 5-(chlorosulfonyl)-1H-pyrazole-4-carboxylate

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 237.9815056
• Heavy Atom Count: 14
• Complexity: 312

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 5-(chlorosulfonyl)-1H-pyrazole-4-carboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NN=C1)S(=O)(=O)Cl

Technology Process of ethyl 5-(chlorosulfonyl)-1H-pyrazole-4-carboxylate

There total 4 articles about ethyl 5-(chlorosulfonyl)-1H-pyrazole-4-carboxylate 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: 50.0%

3-amino-4-pyrazolecarboxylic acid ethyl ester (6994-25-8,103259-35-4,19750-02-8) → 3-chlorosulfonyl-1H-pyrazole-4-carboxylic acid ethyl ester (115703-22-5)

Guidance literature:

3-amino-4-pyrazolecarboxylic acid ethyl ester; With hydrogenchloride; In water; at 5 - 30 ℃;

With sodium nitrite; In water; at 5 - 10 ℃; for 1h;

With sulfur dioxide; copper dichloride; In water; acetic acid; for 0.166667h;

DOI:10.1021/ml400251g

Reference yield:

ethyl (ethoxymethylene)cyanoacetate (94-05-3,42466-69-3) → 3-chlorosulfonyl-1H-pyrazole-4-carboxylic acid ethyl ester (115703-22-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene / 1 h / Reflux

2.1: hydrogenchloride / ethanol; water / 1 h / Reflux

3.1: hydrogenchloride / water / 5 - 30 °C

3.2: 1 h / 5 - 10 °C

3.3: 0.17 h

With hydrogenchloride; In ethanol; water; toluene;

DOI:10.1021/ml400251g

Reference yield:

(E/Z)-2-cyano-3-{N'-[1-(4-methoxyphenyl)meth-(E)-ylidene]-N-methylhydrazino}acrylic acid ethyl ester → 3-chlorosulfonyl-1H-pyrazole-4-carboxylic acid ethyl ester (115703-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / ethanol; water / 1 h / Reflux

2.1: hydrogenchloride / water / 5 - 30 °C

2.2: 1 h / 5 - 10 °C

2.3: 0.17 h

With hydrogenchloride; In ethanol; water;

DOI:10.1021/ml400251g

upstream raw materials:

ethyl (ethoxymethylene)cyanoacetate

3-amino-4-pyrazolecarboxylic acid ethyl ester

ethyl 2-cyanoacetate

Downstream raw materials:

C₁₃H₁₄N₄O₄S

C₁₃H₁₃ClN₄O₄S

C₁₄H₁₆N₄O₅S

C₁₄H₁₃N₅O₄S