Thieno(2,3-d)isothiazole, 3-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)-, 1,1-dioxide

Base Information

• Chemical Name: Thieno(2,3-d)isothiazole, 3-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)-, 1,1-dioxide
• CAS No.: 113387-69-2
• Molecular Formula: C₁₀H₈ClN₃O₂S₂
• Molecular Weight: 301.777
• DSSTox Substance ID: DTXSID10150388
• Wikidata: Q83016471
• Mol file: 113387-69-2.mol

Synonyms:BRN 5976246;Thieno(2,3-d)isothiazole, 3-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)-, 1,1-dioxide;3-(4-Chloro-3,5-dimethyl-1H-pyrazol-1-yl)thieno(2,3-d)isothiazole 1,1-dioxide;113387-69-2;DTXSID10150388;LS-152382

Chemical Property of Thieno(2,3-d)isothiazole, 3-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)-, 1,1-dioxide

Chemical Property:

• Vapor Pressure: 9.31E-13mmHg at 25°C
• Boiling Point: 564.3°Cat760mmHg
• Flash Point: 295.1°C
• Density: 1.76g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 300.9746465
• Heavy Atom Count: 18
• Complexity: 490

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NN1C2=NS(=O)(=O)C3=C2SC=C3)C)Cl

Technology Process of Thieno(2,3-d)isothiazole, 3-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)-, 1,1-dioxide

There total 3 articles about Thieno(2,3-d)isothiazole, 3-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)-, 1,1-dioxide 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: 42.0%

2,3-dihydro-3-oxo-thieno<2,3-d>isothiazole-1,1-dioxide (59337-94-9) + 4-Chloro-3,5-dimethylpyrazole (15953-73-8) → 3-(4-Chloro-3,5-dimethyl-pyrazol-1-yl)-thieno[2,3-d]isothiazole 1,1-dioxide (113387-69-2)

Guidance literature:

With phosphorus pentachloride;

DOI:10.1016/0223-5234(88)90204-8

Reference yield:

2-(carbomethoxy)thiophene-3-sulfonyl chloride (59337-92-7) → 3-(4-Chloro-3,5-dimethyl-pyrazol-1-yl)-thieno[2,3-d]isothiazole 1,1-dioxide (113387-69-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / NH₃ (gas) / CH₂Cl₂ / 2 h / 0 °C

2: 85 percent / 2M NaOMe / methanol / 24 h / Heating

3: 42 percent / PCl₅

With phosphorus pentachloride; ammonia; sodium methylate; In methanol; dichloromethane;

DOI:10.1016/0223-5234(88)90204-8

Reference yield:

Methyl 3-sulfamoylthiophene-2-carboxylate (59337-93-8) → 3-(4-Chloro-3,5-dimethyl-pyrazol-1-yl)-thieno[2,3-d]isothiazole 1,1-dioxide (113387-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 2M NaOMe / methanol / 24 h / Heating

2: 42 percent / PCl₅

With phosphorus pentachloride; sodium methylate; In methanol;

DOI:10.1016/0223-5234(88)90204-8

upstream raw materials:

2,3-dihydro-3-oxo-thieno<2,3-d>isothiazole-1,1-dioxide

4-Chloro-3,5-dimethylpyrazole

2-(carbomethoxy)thiophene-3-sulfonyl chloride

Methyl 3-sulfamoylthiophene-2-carboxylate