1,3-Benzodioxole-5-sulfonyl chloride

Base Information

• Chemical Name: 1,3-Benzodioxole-5-sulfonyl chloride
• CAS No.: 115010-10-1
• Molecular Formula: C7H5ClO4S
• Molecular Weight: 220.633
• Hs Code.: 2932999099
• European Community (EC) Number: 695-603-4
• DSSTox Substance ID: DTXSID30406773
• Nikkaji Number: J2.156.049I
• Wikidata: Q82211864
• Mol file: 115010-10-1.mol

Synonyms:1,3-benzodioxole-5-sulfonyl chloride;115010-10-1;benzo[d][1,3]dioxole-5-sulfonyl chloride;Benzo[1,3]dioxole-5-sulfonyl Chloride;MFCD04974524;1,3-Benzodioxole-5-sulphonyl chloride;1,3-Benzodioxole-5-sulfonylchloride;SCHEMBL560493;DTXSID30406773;ICUBASIDCXDQAW-UHFFFAOYSA-N;1,3-dioxaindane-5-sulfonyl chloride;AKOS000272852;benzo[1,3]dioxol-5-sulfonyl chloride;benzo[1,3]dioxol-5-sulphonyl chloride;benzo[1,3]-dioxol-5-sulphonyl chloride;(1,3-benzodioxol-5-y1)sulfonyl chloride;(1,3-benzodioxol-5-yl)sulfonyl chloride;benzo[d][1,3]dioxole-5-sulfonylchloride;PS-10891;SY027272;1,3-Benzodioxole-5-sulfonyl chloride, 97%;BB 0237336;CS-0075968;FT-0650921;EN300-84381;A21076;A51026;1,3-benzodioxole-5-sulfonyl chloride, AldrichCPR;J-503866;F2109-0018

Chemical Property of 1,3-Benzodioxole-5-sulfonyl chloride

Chemical Property:

• Vapor Pressure: 0.000409mmHg at 25°C
• Melting Point: 46-49
• Refractive Index: 1.592
• Boiling Point: 326.5 °C at 760 mmHg
• Flash Point: 151.3 °C
• PSA: 60.98000
• Density: 1.607 g/cm³
• LogP: 2.42360
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 219.9597075
• Heavy Atom Count: 13
• Complexity: 283

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3-Benzodioxole-5-sulfonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C; Xi
• Hazard Codes: C,Xi
• Statements: 14-34-36
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)S(=O)(=O)Cl
• Uses: 1,3-Benzodioxole-5-sulfonyl chloride is used as an organic chemical synthesis intermediate.

Technology Process of 1,3-Benzodioxole-5-sulfonyl chloride

There total 8 articles about 1,3-Benzodioxole-5-sulfonyl chloride 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: 100.0%

Potassium; benzo[1,3]dioxole-5-sulfonate (143018-62-6) → benzo[1,3]dioxol-5-sulfonyl chloride (115010-10-1)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In toluene; at 70 ℃; for 1h; Heating / reflux;

Reference yield: 95.5%

Methylenedioxybenzene (274-09-9) + oxalyl dichloride (79-37-8) → benzo[1,3]dioxol-5-sulfonyl chloride (115010-10-1)

Guidance literature:

Methylenedioxybenzene; With sulfur trioxide-N,N-dimethylformamide complex; In 1,1-dichloroethane; at 75 ℃; for 22.0833h;

oxalyl dichloride; In 1,1-dichloroethane; at 26 - 67 ℃; for 6.5h;

Reference yield: 71.0%

Methylenedioxybenzene (274-09-9) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → benzo[1,3]dioxol-5-sulfonyl chloride (115010-10-1)

Guidance literature:

With thionyl chloride; In water; ethyl acetate;

upstream raw materials:

trimethyl(3,4-methylenedioxyphenyl)stannane

Methylenedioxybenzene

Potassium; benzo[1,3]dioxole-5-sulfonate

1,2-dichloro-ethane

Downstream raw materials:

N-[(1S,2R)-3-[[(benzo-[1,3]-dioxole-5-sulfonyl)](isobutyl)amino]-1-benzyl-2-hydroxypropyl]carbamic acid tert-butyl ester

tert-butyl N-((1S,2R)-1-[(4-benzyloxy)benzyl]-3-(5-tert-butyldimethylsilyloxy-2,2-dimethylpentyl)[(3,4-methylenedioxyphenyl)sulfonyl]amino-2-hydroxypropyl)carbamate

{(1S,2R)-3-[(Benzo[1,3]dioxole-5-sulfonyl)-(4-cyano-2,2-dimethyl-butyl)-amino]-1-benzyl-2-hydroxy-propyl}-carbamic acid tert-butyl ester

methyl 3-(benzo[1,3]dioxol-5-sulphonylamino)-4-(2-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate

Refernces

• 1、 -. "Piperazine adenosine monophosphate activated protein kinase (AMPK) agonist and medical application thereof". Paragraph 0590; 0592; 0593. . Retrieved 2019/11/12.
• 2、 Debergh, J. Robb,Niljianskul, Nootaree,Buchwald, Stephen L.. "Synthesis of aryl sulfonamides via palladium-catalyzed chlorosulfonylation of arylboronic acids". supporting information. p. 10638 - 10641. Retrieved 2013/08/23.