4-cyanophenyl N,N-dimethylsulfamate

Base Information

• Chemical Name: 4-cyanophenyl N,N-dimethylsulfamate
• CAS No.: 164648-84-4
• Molecular Formula: C₉H₁₀N₂O₃S
• Molecular Weight: 226.256
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID70372347
• Wikidata: Q82160014
• Mol file: 164648-84-4.mol

Synonyms:4-cyanophenyl N,N-dimethylsulfamate;164648-84-4;(4-cyanophenyl) N,N-dimethylsulfamate;Sulfamic acid, N,N-dimethyl-, 4-cyanophenyl ester;HMS563A03;Maybridge1_007571;4-Cyanophenyl dimethylsulfamate;SCHEMBL8120639;DTXSID70372347;4-Cyanophenyl-N,N-dimethylsulfamate;CCG-55290;AKOS015908710;4-CYANOPHENYLN,N-DIMETHYLSULFAMATE;FT-0618307;SR-01000644323-1;BRD-K15545456-001-01-9

Chemical Property of 4-cyanophenyl N,N-dimethylsulfamate

Chemical Property:

• Vapor Pressure: 1.76E-05mmHg at 25°C
• Boiling Point: 363.8oC at 760 mmHg
• Flash Point: 173.8oC
• PSA: 78.78000
• Density: 1.36g/cm3
• LogP: 1.82428
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 226.04121336
• Heavy Atom Count: 15
• Complexity: 341

Purity/Quality:

98%min ^*data from raw suppliers

4-CYANOPHENYL N,N-DIMETHYLSULFAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)S(=O)(=O)OC1=CC=C(C=C1)C#N

Technology Process of 4-cyanophenyl N,N-dimethylsulfamate

There total 1 articles about 4-cyanophenyl N,N-dimethylsulfamate 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: 89.0%

4-cyanophenol (767-00-0) + dimethylamino sulfonyl chloride (13360-57-1) → 4-cyanophenyl dimethylsulfamate (164648-84-4)

Guidance literature:

4-cyanophenol; With sodium hydride; In 1,2-dimethoxyethane; at 0 - 20 ℃; for 0.166667h; Inert atmosphere;

dimethylamino sulfonyl chloride; In 1,2-dimethoxyethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jo202037x

Reference yield: 88.0%

potassium tert-butyl N-[(trifluorolambda-4-boranyl)methyl]carbamate (1314538-55-0) + 4-cyanophenyl dimethylsulfamate (164648-84-4) → tert-butyl N-[(4-cyanophenyl)methyl]carbamate (66389-80-8)

Guidance literature:

With chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); potassium carbonate; In water; tert-butyl alcohol; at 85 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol401021x

Reference yield: 88.0%

2-methylphenylzinc chloride (84109-17-1) + 4-cyanophenyl dimethylsulfamate (164648-84-4) → 4-cyano-2'-methyl-1,1'-biphenyl (189828-30-6)

Guidance literature:

With 1-Methylpyrrolidine; C₂₀H₂₀ClN₃Ni; In tetrahydrofuran; at 50 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201500987

upstream raw materials:

4-cyanophenol

dimethylamino sulfonyl chloride

Downstream raw materials:

4-cyano-2'-methyl-1,1'-biphenyl

tert-butyl N-[(4-cyanophenyl)methyl]carbamate

tert-butyl butyl(4-cyanobenzyl)carbamate

4'-(trifluoromethyl)-[1,1'-biphenyl]-4-carbonitrile

Refernces

• 1、 Leowanawat, Pawaret,Zhang, Na,Resmerita, Ana-Maria,Rosen, Brad M.,Percec, Virgil. "Ni(COD)2/PCy3 catalyzed cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates in THF at room temperature". experimental part. p. 9946 - 9955. Retrieved 2012/01/15.