2-Phthalimidoethanesulfonyl chloride

Base Information

• Chemical Name: 2-Phthalimidoethanesulfonyl chloride
• CAS No.: 4403-36-5
• Molecular Formula: C10H8ClNO4S
• Molecular Weight: 273.697
• Hs Code.: 29251900
• European Community (EC) Number: 610-161-4
• NSC Number: 218453,210785
• DSSTox Substance ID: DTXSID10309016
• Nikkaji Number: J2.381.164B
• Wikidata: Q69758905
• Mol file: 4403-36-5.mol

Synonyms:2-Phthalimidoethanesulfonyl chloride;4403-36-5;2-(1,3-Dioxoisoindolin-2-yl)ethanesulfonylchloride;2-(1,3-dioxoisoindolin-2-yl)ethanesulfonyl chloride;2-(1,3-dioxoisoindol-2-yl)ethanesulfonyl chloride;2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanesulfonyl chloride;2-(phthalimido)ethanesulfonyl chloride;2-phthalimidoethanesulfonylchloride;MFCD01861217;2-(1,3-Dioxo-2,3-Dihydro-1H-Isoindol-2-Yl)Ethane-1-Sulfonyl Chloride;2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethanesulfonyl chloride;NSC218453;SCHEMBL222408;2-[2-(chlorosulfonyl)ethyl]benzo[c]azoline-1,3-dione;DTXSID10309016;BCP23073;2-Phthalimidoethanesulphonyl chloride;2-phthalimidoethane sulfonyl chloride;2-phthalimidoethanesul-fonyl chloride;BBL010072;NSC210785;STK500374;AKOS000269698;AC-6485;CS-W010090;NSC 210785;NSC 218453;NSC-210785;NSC-218453;UPCMLD0ENAT5978487:001;2-Phthalimidoethanesulfonyl chloride, 95%;A7024;AM20040482;BB 0218717;FT-0630039;P2049;EN300-28867;Q-103519;2-(1,3-Dioxo-2H-isoindole-2-yl)ethanesulfonyl chloride;Z235363131;2-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)ethanesulfonyl chloride;2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)ethanesulfonyl chloride;2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-ethanesulfonyl chloride

Chemical Property of 2-Phthalimidoethanesulfonyl chloride

Chemical Property:

• Vapor Pressure: 3.81E-07mmHg at 25°C
• Melting Point: 158-163℃
• Refractive Index: 1.624
• Boiling Point: 416.5 °C at 760 mmHg
• PKA: -2.47±0.20(Predicted)
• Flash Point: 205.7 °C
• PSA: 79.90000
• Density: 1.585 g/cm³
• LogP: 1.86990
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 272.9862566
• Heavy Atom Count: 17
• Complexity: 418

Purity/Quality:

99.9% ^*data from raw suppliers

2-Phthalimidoethanesulfonyl Chloride >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: Xi,C
• Statements: 34
• Safety Statements: 26-36/37/39-45-60

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCS(=O)(=O)Cl
• Uses: 2-(Phthalimido)ethanesulfonyl chloride is an important raw material and intermediate used in pharmaceuticals, agro based and dye stuff fields.

Technology Process of 2-Phthalimidoethanesulfonyl chloride

There total 2 articles about 2-Phthalimidoethanesulfonyl 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: 34.0%

phthalic anhydride (85-44-9) + Tau (107-35-7) → 2-phthalimido-ethanesulfonyl chloride (4403-36-5)

Guidance literature:

With phosphorus pentachloride; potassium acetate; In water; acetic acid; toluene;

Reference yield:

phthalic anhydride (85-44-9) → 2-phthalimido-ethanesulfonyl chloride (4403-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate

2: thionyl chloride

With thionyl chloride; sodium acetate;

DOI:10.1134/S1070428013060250

Reference yield: 86.0%

2-phthalimido-ethanesulfonyl chloride (4403-36-5) + N-(3-aminopropyl)-3-chloro-2-methyl-N-(2-(3-(3-methylpyridin-4-yl)phenyl)propan-2-yl)benzenesulfonamide → 3-chloro-N-(3-((2-(1,3-dioxoisoindolin-2-yl)ethyl)sulfonamido)propyl)-2-methyl-N-(2-(3-(3-methylpyridin-4-yl)phenyl)propan-2-yl)benzenesulfonamide

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.666667h; Inert atmosphere;

upstream raw materials:

phthalic anhydride

Tau

Downstream raw materials:

2-phthalimido-ethanesulfonic acid-(4-chloro-anilide)

2-phthalimido-ethanesulfonic acid-(N-ethyl-anilide)

N-(4-nitrophenyl)-2-phthalimidoethanesulfonamide

2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)ethanesulfonic acid dimethylamide

Refernces

• 1、 Li, Ling,Li, Zheng,Wang, Kailiang,Liu, Yuxiu,Li, Yongqiang,Wang, Qingmin. "Synthesis and antiviral, insecticidal, and fungicidal activities of gossypol derivatives containing alkylimine, oxime or hydrazine moiety". . p. 474 - 483. Retrieved 2016.
• 2、 Akgül, ?zlem,Angeli, Andrea,Buonanno, Martina,Carta, Fabrizio,D'Ambrosio, Katia,De Simone, Giuseppina,Ghelardini, Carla,Lucarini, Elena,Mannelli, Lorenzo Di Cesare,Monti, Simona Maria,Supuran, Claudiu T.. "Sultam based Carbonic Anhydrase VII inhibitors for the management of neuropathic pain". supporting information. . Retrieved 2021/11/08.