813461-58-4

Basic information

• Product Name: Benzenesulfinamide, N-(2E)-2-butenylidene-4-methyl-, [N(E)]- (9CI)
• Synonyms: Benzenesulfinamide, N-(2E)-2-butenylidene-4-methyl-, [N(E)]- (9CI)
• CAS NO: 813461-58-4
• Molecular Formula: C11H13NOS
• Molecular Weight: 207.29202
• Product Categories: METHYL
• Mol File: 813461-58-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenesulfinamide, N-(2E)-2-butenylidene-4-methyl-, [N(E)]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfinamide, N-(2E)-2-butenylidene-4-methyl-, [N(E)]- (9CI)(813461-58-4)
• EPA Substance Registry System: Benzenesulfinamide, N-(2E)-2-butenylidene-4-methyl-, [N(E)]- (9CI)(813461-58-4)

Safety Data

• Hazardous Substances Data: 813461-58-4(Hazardous Substances Data)

Upstream product

• 4786-20-3 crotononitrile 
• 1517-82-4 (-)-menthyl p-toluenesulfinate 
• 123-73-9 trans-Crotonaldehyde 
• 190448-84-1 (1S,5R,7R)-10,10-Dimethyl-4-((R)-toluene-4-sulfinyl)-3-thia-4-aza-tricyclo[5.2.1.0^1,5]decane 3,3-dioxide 
• 188447-91-8 (S)-p-toluenesulfinimide 
• 6873-55-8 p-tolylsulfinyl amide 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 153277-56-6 C₁₃H₂₅NOSSi₂ 

Relevant articles and documents

AMINO-PIPERIDINE DERIVATIVES AS CETP INHIBITORS

The present invention provides a compound of formula (I), wherein the variants R1, R2, R3, R4, R5, R6, R7 are as defined herein, and wherein said compound is an inhibitor of CETP, and thus can be employed for the treatment of a disorder or disease mediated by CETP or responsive to the inhibition of CETP.

A facile synthesis of N-sulfinylaldimines

A simple and efficient procedure for the synthesis of N-sulfinylaldimines (sulfinimines) from sulfinamides and aldehydes is described. The reaction was carried out in the presence of t-BuOK or NaOH. The method is applicable for the synthesis of optically active sulfinimines.

Synthesis of enantiopure sulfinimines (Thiooxime S-oxides) catalyzed by Yb(OTf)3 from p-toluenesulfinamide and aldehydes in mild reaction conditions

(Chemical Equation Presented) Enantiomerically pure sulfinimines as important building blocks in the asymmetric synthesis of amine derivatives are prepared in good to excellent yields from chiral p-toluene-sulfinamide with aromatic, heteroaromatic, and al

Asymmetric synthesis of chiral sulfoxides and sulfinimines by using N-sulfinylsultam

Bornane-10,2-sultam 1 is stereoselectively converted by DMAP-assisted sulfinylation to diastereomerically pure (2R)-N-[(R)-p-tolylsulfinyl]-bornane-10,2-sultam 2 in 77% yield. The crystalline sulfinylating agent 2 reacts with a variety of nucleophiles to afford sulfoxides 3 and sulfinimines 5 in excellent yields and enantioselectivities.

Asymmetric Synthesis Properties of Sulfinimines (Thiooxime S-Oxides)

Enantiomerically pure sulfinimines (thiooxime S-oxides 10), important building blocks in the asymmetric synthesis of amine derivatives, are prepared in good to excellent yields in one step from aromatic, heteroaromatic, and aliphatic aldehydes. This protocol involves treating commercially available (R)- or (S)-menthyl p-toluenesufinate (Andersen reagent 4) with LiHMDS, followed by the aldehyde, affording (E)-10 exclusively. The sulfinimines 10 are formed via a Peterson-type olefination reaction of silylsulfinamide anion 13 with the aldehyde. Anion 13 is generated by reaction of lithium menthoxide (12a) with bis(trimethylsilyl)sulfinamide 11, which is formed in the reaction of 4 with LiHMDS. The other product formed is O-(trimethylsilyl)menthol (12c), which is isolated in >80% yield for recycling. Two other less efficient methods for the asymmetric synthesis of 10 are discussed: (i) the asymmetric oxidation of sulfenimines 6 with chiral nonracemic oxaziridines and (ii) the reaction of metal aldimines, prepared from nitriles, with 4. All of these protocols fail with ketones.

Asymmetric synthesis of sulfinimines: Chiral ammonia imine synthons

Two Andersen-type procedures for the preparation of enantiopure sulfinimines 1 (R=H) in better than 95% ee from nitriles and aldehydes are described.