4083-64-1 Usage
Chemical Description
Tosyl isocyanate is an organic compound with the formula CH3C6H4SO2NCO.
Chemical Properties
clear liquid
Uses
Different sources of media describe the Uses of 4083-64-1 differently. You can refer to the following data:
1. p-Toluenesulfonyl isocyanate is a reagent used to prepare acetylated syn-1,2-diols,1 oxazolidin-2-ones,2 2,3-diamino acids,3 and N-tosylcarbonamides.4
2. It is a reagent used to prepare acetylated syn-1,2-diols,oxazolidin-2-ones, 2,3-diamino acids, and N-tosylcarbonamides. -Toluenesulfonyl isocyanate has been used as derivatization reagent in determination of 3-α-hydroxy tibolone in human plasma by LC-MS/MS. It is also employed in the derivatization reagent in simultaneous quantitative analysis of diethylene glycol and propylene glycol in pharmaceutical products by HPLC and as reagent in the preparation of acetylated syn-1,2-diols, oxazolidin-2-ones, 2,3-diamino acids and N-tosylcarbonamides.
Synthesis Reference(s)
Tetrahedron Letters, 35, p. 9609, 1994 DOI: 10.1016/0040-4039(94)88523-0
General Description
p-Toluenesulfonyl isocyanate undergoes palladium-catalyzed bis-allylation reaction with allylstannanes and allyl chlorides.
Hazard
Moderately toxic by ingestion. Low toxicity by inhalation. A mild skin and moderate eye
irritant.
Synthesis
Add the organic azide (0.75 mmol), Pd(OAc)2
(5.6 mg, 5 mol%) to an oven-dried Schlenk tube (10 mL). Purge the tube
and backfill with CO (three cycles) from a balloon. Inject anhydrous
MeCN (3.0 mL) into the tube. Stir at 80°C for 4 h under CO atmosphere
(balloon). Concentrate the mixture under reduced pressure. Purify the
residue by column chromatography (petroleum ether/EtOAc 3:1.-.1:1).
Check Digit Verification of cas no
The CAS Registry Mumber 4083-64-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,0,8 and 3 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4083-64:
(6*4)+(5*0)+(4*8)+(3*3)+(2*6)+(1*4)=81
81 % 10 = 1
So 4083-64-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H7NO3S/c1-7-2-4-8(5-3-7)13(11,12)9-6-10/h2-5H,1H3
4083-64-1Relevant articles and documents
Carbonylation of Selenilimines to Arylsulfonyl Isocyanates
Besenyei, Gabor,Nemeth, Sandor,Simandi, Laszlo I.
, p. 9609 - 9610 (1994)
Selenilimines of general formula ArSO2N=SePh2, 1, can be catalytically carbonylated to arylsulfonyl isocyanates, 2, in the presence of palladium complexes as catalysts.This transformation represents a new two-step oxidative N-carbonylation reaction.
Pd-catalyzed amidation of 1,3-diketones with CO and azidesviaa nitrene intermediate
Gu, Zheng-Yang,Chen, Jie,Xia, Ji-Bao
, p. 11437 - 11440 (2020/10/12)
An efficient Pd-catalyzed amidation of 1,3-diketones has been developed using carbon monoxide and organic azides. This reaction provides a step-economic approach to produce β-ketoamides from readily available compounds under mild ligand-, oxidant-, and base-free conditions. The mechanistic studies showed that the reaction occurred through anin situgenerated isocyanate intermediate.
Syntheses of isocyanates via amines and carbonyl fluoride
Quan, Hengdao,Zhang, Ni,Zhou, Xiaomeng,Qian, Hua,Sekiya, Akira
, p. 26 - 30 (2015/06/08)
Isocyanates are widely used in many different areas, but the most common synthesis route-phosgene route cannot fit the more and more rigorous restriction of safety and environment. Here, a facile synthesis method of isocyanates via amines and carbonyl fluoride is proven feasibly by expanding its applications to the syntheses of nine different isocyanates. And two differences with the phosgene route are proposed. The reaction could occur under milder conditions and afford isocyanates in good yields, especially for the isocyanates containing electron withdrawing groups. It is appealing for industrial application.
