Phenylaminosulfonyl carbamic acid tert-butylester

Base Information

• Chemical Name: Phenylaminosulfonyl carbamic acid tert-butylester
• CAS No.: 153028-13-8
• Molecular Formula: C11H16N2O4S
• Molecular Weight: 272.325
• NSC Number: 722064
• DSSTox Substance ID: DTXSID901217130
• Nikkaji Number: J1.652.316J
• Mol file: 153028-13-8.mol

Synonyms:NSC722064;153028-13-8;SCHEMBL16038956;DTXSID901217130;tert-butyl N-phenylsulfamoylcarbamate;NSC-722064;(Phenylsulfamoyl)carbamic acid tert-butyl ester;Phenylaminosulfonyl carbamic acid tert-butylester;1,1-Dimethylethyl N-[(phenylamino)sulfonyl]carbamate

Chemical Property of Phenylaminosulfonyl carbamic acid tert-butylester

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 272.08307817
• Heavy Atom Count: 18
• Complexity: 375

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NS(=O)(=O)NC1=CC=CC=C1

Technology Process of Phenylaminosulfonyl carbamic acid tert-butylester

There total 4 articles about Phenylaminosulfonyl carbamic acid tert-butylester 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%

N-tert-butyloxycarbonylsulfamoyl chloride (147000-89-3) + aniline (62-53-3) → N-(tert-butoxycarbonyl)-N'-(phenyl)sulfamide (153028-13-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1080/10426507.2013.843000

Reference yield: 50.0%

aniline (62-53-3) + (tert-butoxycarbonyl)-((4-(dimethyliminio)pyridin-1(4H)-yl)sulfonyl)amide (352275-00-4,872496-91-8) → N-(tert-butoxycarbonyl)-N'-(phenyl)sulfamide (153028-13-8)

Guidance literature:

In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ol0161312

Reference yield:

isocyanate de chlorosulfonyle (1189-71-5) + aniline (62-53-3) + tert-butyl alcohol (75-65-0) → N-(tert-butoxycarbonyl)-N'-(phenyl)sulfamide (153028-13-8)

Guidance literature:

isocyanate de chlorosulfonyle; tert-butyl alcohol; In dichloromethane; at 0 ℃; for 0.5h;

aniline; With triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1080/10426507.2014.947413

upstream raw materials:

aniline

(tert-butoxycarbonyl)-((4-(dimethyliminio)pyridin-1(4H)-yl)sulfonyl)amide

N-tert-butyloxycarbonylsulfamoyl chloride

isocyanate de chlorosulfonyle

Downstream raw materials:

C₉H₁₂N₂O₄S

C₁₄H₁₄N₂O₃S

4-phenyl-3,4-dihydro-1H-benzo[1,2,6]thiadiazine 2,2-dioxide

3,4-dihydro-1H-benzo[1,2,6]thiadiazine 2,2-dioxide

Refernces

• 1、 Bougheloum, Chafika,Guezane Lakoud, Samia,Belghiche, Robila,Messalhi, Abdelrani. "Simple, rapid, and clean condensation of sulfonamide and maleic anhydride derivatives: Synthesis of novel 1H- Pyrrole-2,5-diones under heterogeneous conditions". supporting information. p. 1344 - 1350. Retrieved 2016/09/28.
• 2、 Bougheloum, Chafika,Belghiche, Robila,Messalhi, Abdelrani. "Synthesis of new substituted N-sulfonyl pyrrolidine-2,5-dione using dawson-type heteropolyacid as catalyst". supporting information. p. 269 - 276. Retrieved 2015/04/27.