4-Phenylthiomorpholine 1,1-dioxide

Base Information

• Chemical Name: 4-Phenylthiomorpholine 1,1-dioxide
• CAS No.: 17688-68-5
• Molecular Formula: C10H13 N O2 S
• Molecular Weight: 211.285
• Hs Code.: 2934999090
• European Community (EC) Number: 241-675-3
• NSC Number: 261427
• UNII: T5K55QHA7G
• DSSTox Substance ID: DTXSID6051801
• Nikkaji Number: J287.120C
• Wikidata: Q81984824
• Mol file: 17688-68-5.mol

Synonyms:4-Phenylthiomorpholine 1,1-dioxide;17688-68-5;Thiomorpholine, 4-phenyl-, 1,1-dioxide;4-phenyl-1,4-thiazinane 1,1-dioxide;4-Phenylthiomorpholine-1,1-dioxide;EINECS 241-675-3;NSC 261427;NSC-261427;T5K55QHA7G;Oprea1_801485;SCHEMBL2456271;DTXSID6051801;N-Phenylthiomorpholine S,S-dioxide;AMY20759;4-Phenyl-thiomorpholine 1,1-dioxide;4-Phenylthiomorpholine, 1,1-dioxide;MFCD00100136;NSC261427;4-phenyl-1-thiomorpholine-1,1-dione;AKOS015961439;N-(Phenyl)thiomorpholine 1,1-dioxide;AS-63610;LS-152792;CS-0213000;FT-0637588;P1603;T71939;4-PHENYL-1??-THIOMORPHOLINE-1,1-DIONE;A812213

Chemical Property of 4-Phenylthiomorpholine 1,1-dioxide

Chemical Property:

• Melting Point: 120 °C
• Boiling Point: 427.8°Cat760mmHg
• Flash Point: 212.5°C
• PSA: 45.76000
• Density: 1.255g/cm³
• LogP: 2.06720
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 211.06669983
• Heavy Atom Count: 14
• Complexity: 261

Purity/Quality:

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

4-Phenylthiomorpholine 1,1-Dioxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CS(=O)(=O)CCN1C2=CC=CC=C2

Technology Process of 4-Phenylthiomorpholine 1,1-dioxide

There total 8 articles about 4-Phenylthiomorpholine 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: 95.0%

Divinyl sulfone (77-77-0) + aniline (62-53-3) → 4-Phenyltetrahydro-1,4-thiazine 1,1-dioxide (17688-68-5)

Guidance literature:

With boric acid; glycerol; In water; at 100 ℃; for 18h; Green chemistry;

DOI:10.1080/00397911.2011.594930

Reference yield: 67.0%

thiomorpholine 1,1-dioxide (39093-93-1) + 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) → 4-Phenyltetrahydro-1,4-thiazine 1,1-dioxide (17688-68-5)

Guidance literature:

With copper diacetate; boric acid; In acetonitrile; at 80 ℃; for 24h; Molecular sieve; Sealed tube;

DOI:10.1021/jacs.6b12800

Reference yield: 62.0%

Divinyl sulfone (77-77-0) + nitrobenzene (98-95-3,26969-40-4) → 4-Phenyltetrahydro-1,4-thiazine 1,1-dioxide (17688-68-5) + aniline (62-53-3)

Guidance literature:

With indium; ammonium chloride; acetic acid; In methanol; water; for 24h; Inert atmosphere; Reflux;

DOI:10.3987/COM-09-11858

upstream raw materials:

Divinyl sulfone

aniline

bis-(2-fluoro-ethyl)-sulfone

bis(2-chloroethyl)sulfone

Downstream raw materials:

[4-(1,1-Dioxo-1λ⁶-thiomorpholin-4-yl)-phenyl]-(4-trifluoromethyl-phenyl)-diazene

(4-Chloro-phenyl)-[4-(1,1-dioxo-1λ⁶-thiomorpholin-4-yl)-phenyl]-diazene

[4-(1,1-Dioxo-1λ⁶-thiomorpholin-4-yl)-phenyl]-(4-methoxy-phenyl)-diazene

[4-(1,1-Dioxo-1λ⁶-thiomorpholin-4-yl)-phenyl]-(4-nitro-phenyl)-diazene

Refernces

• 1、 Chen, Jiong Jack,Lu, Cuong V.,Brockman, Rebecca N.. "Catalyzed double Michael addition of anilines to vinyl sulfone". . p. 3459 - 3462. Retrieved 2003.
• 2、 Vantourout, Julien C.,Law, Robert P.,Isidro-Llobet, Albert,Atkinson, Stephen J.,Watson, Allan J. B.. "Chan-Evans-Lam Amination of Boronic Acid Pinacol (BPin) Esters: Overcoming the Aryl Amine Problem". . p. 3942 - 3950. Retrieved 2016/05/24.
• 3、 Han, Joon Hee,Choi, Jaehwan,Jun, Young Moo,Lee, Byung Min,Kim, Byeong Hyo. "One-pot aryl-1,4-thiomorpholine 1,1-dioxide synthesis via double 1,4-addition of in situ reduced nitroarenes to divinyl sulfones". experimental part. p. 317 - 327. Retrieved 2010/08/20.