1-Ethyl-1-tosylmethyl isocyanide

Base Information

• Chemical Name: 1-Ethyl-1-tosylmethyl isocyanide
• CAS No.: 58379-81-0
• Molecular Formula: C11H13NO2S
• Molecular Weight: 223.296
• DSSTox Substance ID: DTXSID10607544
• Nikkaji Number: J3.202.857H
• Mol file: 58379-81-0.mol

Synonyms:1-ETHYL-1-TOSYLMETHYL ISOCYANIDE;58379-81-0;1-(1-isocyanopropylsulfonyl)-4-methylbenzene;1-((1-ISOCYANOPROPYL)SULFONYL)-4-METHYLBENZENE;1-(1-isocyanopropanesulfonyl)-4-methylbenzene;1-(1-Isocyano-propane-1-sulfonyl)-4-methyl-benzene;SCHEMBL472526;Benzene, 1-[(1-isocyanopropyl)sulfonyl]-4-methyl-;DTXSID10607544;HLITUPWOVBUZQH-UHFFFAOYSA-N;AMY21467;FD6030;MFCD05664016;AKOS015916867;AB22211;AS-49271;DB-072469;A8266;EN300-195660;1-(1-Isocyanopropane-1-sulfonyl)-4-methylbenzene

Chemical Property of 1-Ethyl-1-tosylmethyl isocyanide

Chemical Property:

• PSA: 42.52000
• LogP: 2.73560
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 223.06669983
• Heavy Atom Count: 15
• Complexity: 339

Purity/Quality:

98%min ^*data from raw suppliers

1-Ethyl-1-tosylmethylIsocyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC([N+]#[C-])S(=O)(=O)C1=CC=C(C=C1)C

Technology Process of 1-Ethyl-1-tosylmethyl isocyanide

There total 3 articles about 1-Ethyl-1-tosylmethyl isocyanide 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: 96.0%

ethyl bromide (74-96-4) + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → 1-(1-isocyanopropane-1-sulfonyl)-4-methylbenzene (58379-81-0)

Guidance literature:

With potassium carbonate; 1-n-butyl-3-methylimidazolim bromide; at 20 ℃; for 10h;

DOI:10.1055/s-0028-1087547

Reference yield: 81.0%

[(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) + ethyl iodide (75-03-6) → 1-(1-isocyanopropane-1-sulfonyl)-4-methylbenzene (58379-81-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydroxide; In dichloromethane; water; at 0 - 20 ℃; for 4h;

DOI:10.1002/chem.201804099

Reference yield:

→ 1-(1-isocyanopropane-1-sulfonyl)-4-methylbenzene (58379-81-0)

Guidance literature:

Tosylmethylisocyanid 1a, Aethyljodid;

DOI:10.1016/S0040-4039(00)91390-X

upstream raw materials:

[(p-methylphenyl)sulfonylmethyl]isonitrile

ethyl iodide

ethyl bromide

Downstream raw materials:

5-(4-chloro-phenyl)-4-ethyl-oxazole

1,4'-Bis-benzenesulfonyl-2'-ethyl-5-methyl-1H,1'H-[3,3']bipyrrolyl

4-ethyl-5-[4-(trifluoromethyl)phenyl]oxazole

5-(4-bromophenyl)-4-ethyloxazole

Refernces

• 1、 Lu, Kui,Ding, Fang,Qin, Long,Jia, Xiaoliang,Xu, Chuanming,Zhao, Xia,Yao, Qingwei,Yu, Peng. "Synthesis of Substituted Pyrroles via Copper-Catalyzed Cyclization of Ethyl Allenoates with Activated Isocyanides". supporting information. p. 2121 - 2125. Retrieved 2016/08/12.
• 2、 Almansa, Carmen,Alfón, José,De Arriba, Alberto F.,Cavalcanti, Fernando L.,Escamilla, Ignasi,Gómez, Luis A.,Miralles, Agustí,Soliva, Robert,Bartrolí, Javier,Carceller, Elena,Merlos, Manuel,García-Rafanell, Julián. "Synthesis and structure-activity relationship of a new series of COX-2 selective inhibitors: 1,5-Diarylimidazoles". . p. 3463 - 3475. Retrieved 2007/10/03.