146035-64-5

Basic information

• Product Name: Benzene, 1-iodo-2-(methylsulfinyl)-, (R)-
• CAS NO: 146035-64-5
• Molecular Formula: C7H7IOS
• Molecular Weight: 266.102
• Mol File: 146035-64-5.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: Benzene, 1-iodo-2-(methylsulfinyl)-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-iodo-2-(methylsulfinyl)-, (R)-(146035-64-5)
• EPA Substance Registry System: Benzene, 1-iodo-2-(methylsulfinyl)-, (R)-(146035-64-5)

Safety Data

• Hazardous Substances Data: 146035-64-5(Hazardous Substances Data)

Upstream product

• 33775-94-9 2-(methylthio)iodobenzene 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 136-95-8 2-amino-benzthiazole 
• 2987-53-3 2-(Methylthio)aniline 

Downstream Products

• 1334426-43-5 1-((4-methoxyphenyl)ethynyl)-2-(methylsulfinyl)benzene 
• 1334426-42-4 1-(methylsulfinyl)-2-(2-phenylethynyl)benzene 
• 1374991-59-9 1-iodo-2-(S-methylsulfonimidoyl)benzene 

Relevant articles and documents

Synthesis method of benzo[b] naphtho [2,3-d] thiophene

The present invention discloses a method for synthesizing benzo [b] naphthio [2,3-d] thiophene, comprising the following steps: 2-aminobenzo [d] thiazole as a raw material, under the action of alkali and haloalkanes, to prepare 2- (methylthio) aniline; using 2- (methylthio) aniline to prepare (2-iophenyl) (methyl) thiane preparation of 1-iodo-2-(methylsulfonyl) benzene; using 1-iodo-2-(methylsulfonyl) benzene; using 1-iodo-2-(methylsulfonyl) Benzene and compound S5 were prepared to obtain 1-(2-(methyl sulfoxide phenyl)) naphthalene, and 1-(2-(methyl sulfoxidephenyl)) naphthalene was used to obtain benzo[b]naphthalene [2,3-d]thiophene. The present invention employs a green route to obtain high yield, high quality benzo [b] naphthalene [2,3-d] thiophene.

Palladium-Catalyzed C?H Iodination of Arenes by Means of Sulfinyl Directing Groups

C?H iodination of aromatic compounds has been accomplished with the aid of sulfinyl directing groups under palladium catalysis. The reaction proceeds selectively at the peri-position of polycyclic aryl sulfoxides or at the ortho-position of phenyl sulfoxides. The iodination products can be further converted via iterative catalytic cross-coupling at the expense of the C?I and C?S bonds. Computational studies suggest that peri-C?H palladation would proceed via a non-directed pathway, wherein neither of the sulfur nor oxygen atom of the sulfinyl group coordinates to the palladium before and at the transition state.

Efficient synthesis of 3-benzoyl Benzo[b]thiophenes and raloxifene via Mercury(II)-Catalyzed cyclization of 2-alkynylphenyl alkyl sulfoxides

The unique selective estrogen receptor modulator, Raloxifene (1), and antitubulin agent 2 were synthesized through the key intermediate, 4-methoxybenzyl 2-bromo-4-methoxyphenyl sulfoxide (6), respectively. It was found that compared with the o-sulfanyl aryl bromides, the sulfinyl group at ortho position accelerated the Sonogashira coupling reaction of aryl bromides. Thus, compound 6 was coupled with 3,4,5-trimethoxyphenyl acetylene, followed by mercury-catalyzed cyclization reaction afford compound 2 in 79% overall yield. Raloxifene (1) was prepared from compound 6 in four steps and 33% overall yield via coupling reaction with 1-trimethylsily-2-(4-tert-butyldimethylsiloxy)phenylethyne, mercury-catalyzed cyclization reaction, alkylation and demethylation.