80589-49-7

Basic information

• Product Name: Benzoyl chloride, 4-(cyanomethyl)- (9CI)
• Synonyms: Benzoyl chloride, 4-(cyanomethyl)- (9CI);4-(Cyanomethyl)benzoyl chloride
• CAS NO: 80589-49-7
• Molecular Formula: C₉H₆ClNO
• Molecular Weight: 179.60304
• Product Categories: ACIDHALIDE
• Mol File: 80589-49-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzoyl chloride, 4-(cyanomethyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl chloride, 4-(cyanomethyl)- (9CI)(80589-49-7)
• EPA Substance Registry System: Benzoyl chloride, 4-(cyanomethyl)- (9CI)(80589-49-7)

Safety Data

• Hazardous Substances Data: 80589-49-7(Hazardous Substances Data)

Upstream product

• 50685-26-2 4-(cyanomethyl)benzoic acid 
• 51628-12-7 4-iodophenylacetonitrile 
• 6232-88-8 4-bromomethylbenzoic Acid 

Downstream Products

• 80589-58-8 (4-Cyanomethyl-benzoylamino)-acetic acid ethyl ester 
• 120352-92-3 4-Cyanomethyl-N,N-dimethyl-benzamide 
• 208921-80-6 4-(cyanomethyl)-N,N-diethylbenzamide 
• 52334-43-7 2-(4-cyanomethylphenyl)oxazolo[5,4-b]pyridine 
• 80589-87-3 {4-[4-(3,4-Dimethoxy-phenyl)-5-ethoxy-oxazol-2-yl]-phenyl}-acetic acid methyl ester 
• 80589-77-1 {4-[4-(3,4-Dimethoxy-phenyl)-5-ethoxy-oxazol-2-yl]-phenyl}-acetic acid 
• 80589-85-1 {4-[4-(3,4-Dichloro-phenyl)-5-ethoxy-oxazol-2-yl]-phenyl}-acetic acid methyl ester 
• 80589-86-2 {4-[5-Ethoxy-4-(4-methoxy-phenyl)-oxazol-2-yl]-phenyl}-acetic acid methyl ester 
• 80589-75-9 {4-[4-(2,4-Dichloro-phenyl)-5-ethoxy-oxazol-2-yl]-phenyl}-acetic acid 
• 80589-67-9 {4-[4-(3,4-Dimethoxy-phenyl)-5-ethoxy-oxazol-2-yl]-phenyl}-acetonitrile 
• 80589-84-0 methyl 4-(4-p-chlorophenyl-5-ethoxyoxazol-2-yl)phenylacetate 
• 80589-76-0 {4-[5-Ethoxy-4-(4-methoxy-phenyl)-oxazol-2-yl]-phenyl}-acetic acid 
• 80589-65-7 {4-[4-(2,4-Dichloro-phenyl)-5-ethoxy-oxazol-2-yl]-phenyl}-acetonitrile 
• 80589-74-8 4-(4-p-chlorophenyl-5-ethoxyoxazol-2-yl)phenylacetic acid 

Relevant articles and documents

Metathesis-active ligands enable a catalytic functional group metathesis between aroyl chlorides and aryl iodides

Current methods for functional group interconversion have, for the most part, relied on relatively strong driving forces which often require highly reactive reagents to generate irreversibly a desired product in high yield and selectivity. These approaches generally prevent the use of the same catalytic strategy to perform the reverse reaction. Here we describe a catalytic functional group metathesis approach to interconvert, under CO-free conditions, two synthetically important classes of electrophiles that are often employed in the preparation of pharmaceuticals and agrochemicals—aroyl chlorides (ArCOCl) and aryl iodides (ArI). Our reaction design relies on the implementation of a key reversible ligand C–P bond cleavage event, which enables a non-innocent, metathesis-active phosphine ligand to mediate a rapid aryl group transfer between the two different electrophiles. Beyond enabling a practical and safer approach to the interconversion of ArCOCl and ArI, this type of ligand non-innocence provides a blueprint for the development of a broad range of functional group metathesis reactions employing synthetically relevant aryl electrophiles.

Catecholamine surrogates useful as β3 agonists

Compounds of the formula STR1 or pharmaceutically acceptable salts thereof wherein: A is a bond, --(CH 2) n -- or --CH(B)--, where n is an integer of 1 to 3 and B is --CN, --CON(R 9)R 9'' or --CO 2 R 7 ;R 1 is lower alkyl, aryl or arylalkyl;R 2 is hydrogen, hydroxy, alkoxy, --CH 2 OH, cyano, --C(O)OR 7, --CO 2 H, --CONH 2, tetrazole, --CH 2 NH 2 or halogen; STR2 R 3 is hydrogen, alkyl, heterocycle or R 4 is hydrogen, alkyl or B;R 5, R 5'', R 8, R 8'' or R 8"" are independently hydrogen, alkoxy, lower alkyl, halogen, --OH, --CN, --(CH 2) n NR 6 COR 7, --CON(R 6)R 6'', --CON(R 6)OR 6'', --CO 2 R 6, --SR 7, --SOR 7, --SO 2 R 7, --N(R 6)SO 2 R 1, --N(R 6)R 6'', --NR 6 COR 7, --OCH 2 CON(R 6)R 6'', --OCH 2 CO 2 R 7 or aryl; orR 5 and R 5'' or R 8 and R 8'' may together with the carbon atoms to which they are attached form an aryl or heterocycle;R 6 and R 6'' are independently hydrogen or lower alkyl; andR 7 is lower alkyl;R 9 is hydrogen, lower alkyl, alkyl, cycloalkyl, arylalkyl, aryl, heteroaryl; or R 9 and R 9'' may together with the nitrogen atom to which they are attached form a heterocycle; with the proviso that when A is a bond or --(CH 2) n and R 3 is hydrogen or unsubstituted alkyl, then R 4 is B or substituted alkyl. These compounds are beta 3 adrenergic receptor agonists and are useful, therefore for example, in the treatment of diabetes, obesity and gastrointestinal diseases.