70380-70-0

Basic information

• Product Name: 5-(2-THIENYL)-1,3-OXAZOLE
• Synonyms: 5-(2-THIENYL)-1,3-OXAZOLE;5-(THIEN-2-YL)OXAZOLE;5-(Thiophen-2-yl)oxazole;5-(2-Thienyl)oxazole
• CAS NO: 70380-70-0
• Molecular Formula: C₇H₅NOS
• Molecular Weight: 151.19
• Mol File: 70380-70-0.mol

Chemical Properties

• Boiling Point: 260.8 °C at 760 mmHg
• Flash Point: 111.5 °C
• Appearance: /
• Density: 1.257 g/cm³
• Vapor Pressure: 0.0195mmHg at 25°C
• Refractive Index: 1.573
• CAS DataBase Reference: 5-(2-THIENYL)-1,3-OXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-THIENYL)-1,3-OXAZOLE(70380-70-0)
• EPA Substance Registry System: 5-(2-THIENYL)-1,3-OXAZOLE(70380-70-0)

Safety Data

• Hazardous Substances Data: 70380-70-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 27, p. 793, 1979 DOI: 10.1248/cpb.27.793

InChI:InChI=1/C7H5NOS/c1-2-7(10-3-1)6-4-8-5-9-6/h1-5H

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 195711-05-8 1-(isocyanomethyloxy)benzotriazole 
• 63011-97-2 2-thiophenecarboxaldehyde diacetate 
• 113077-70-6 p-toluenesulfonylmethyl isocyanide 
• 95-54-5 1,2-diamino-benzene 
• 636-72-6 2-thiophenemethanol 
• 4075-59-6 2-thiopheneglyoxylic acid 

Downstream Products

• 959977-85-6 4-phenyl-5-(thiophen-2-yl)oxazole 
• 1370422-90-4 2-(phenylethynyl)-5-(thiophen-2-yl)oxazole 
• 1370422-92-6 2-{(4-methoxyphenyl)ethynyl}-5-(thiophen-2-yl)oxazole 

Relevant articles and documents

Tandem cycloaddition-decarboxylation of α-keto acid and isocyanide under oxidant-free conditions towards monosubstituted oxazoles

An efficient method, tandem [3 + 2] cycloaddition-decarboxylation of α-keto acid and isocyanide promoted by copper salt, has been developed. Under oxidant-free conditions, a series monosubstituted oxazoles have been constructed. Different from the traditional application of α-oxo acids as acyl surrogates, the elegant approach herein ingeniously avoids consuming excess oxidants.

A One-Pot Tandem Approach for the Synthesis of 5-(Het)aryloxazoles from Substituted (Het)aryl Methyl Alcohols and Benzyl Bromides

A new modified van Leusen strategy has been developed for the synthesis of biologically significant 5-substituted oxazoles by the reaction of (het)aryl methyl alcohols or benzyl bromides as precursors with tosylmethylisocyanide (TosMIC) under basic conditions. This method is efficient, takes place under mild reaction conditions, and is tolerant of various functional groups with high yield.

Cobalt-catalyzed addition of azoles to alkynes

A ternary catalytic system consisting of a cobalt salt, a diphosphine ligand, and a Grignard reagent promotes syn-addition of an azole C(2)-H bond across an unactivated internal alkyne with high chemo-, regio-, and stereoselectivities under mild conditions. Mechanistic experiments suggest that the reaction involves oxidative addition of the oxazolyl C-H bond to the cobalt center, alkyne insertion into the Co-H bond, and reductive elimination of the resulting diorganocobalt species.

Heterocyclizations via TosMIC-based multicomponent reactions: A new approach to one-pot facile synthesis of substituted quinoxaline derivatives

A novel multicomponent reaction involving o-phenylenediamines, aldehydes and p-toluenesulfonylmethyl isocyanide (TosMIC) in the presence of a base leading to the formation of quinoxalines in very good yields is described. Georg Thieme Verlag Stuttgart.

Reactions between weinreb amides and 2-magnesiated oxazoles: A simple and efficient preparation of 2-acyl oxazoles

(Chemical Equation Presented) Treatment of oxazole or 5-aryl oxazoles with i-PrMgCl smoothly generates the corresponding 2-Grignard reagents, which react with Weinreb amides to provide exclusively 2-acyl oxazole products.

A new efficient synthesis of 5-aryloxazoles from arylidene diacetates and application to the preparation of BMS-337197, a novel IMPDH inhibitor

A new method for the synthesis of 5-aryloxazoles is described. Treatment of arylidene diacetates with one equivalent of TosMIC reagent in the presence of excess of potassium carbonate in methanol afforded 5-aryloxazoles in "one-pot" in 90-94%. Heteroaryli

NOVEL KETO-OXADIAZOLE DERIVATIVES AS CATHEPSIN INHIBITORS

Novel difluorinated amide derivatives of Formula (II) as inhibitors of cathepsin S, K, B, and L, the pharmaceutically acceptable salts and N-oxides thereof, their uses as therapeutic agents and the methods of their making.

Synthesis and reactivities of 1-(isocyanomethyloxy)benzotriazole as a new source of isocyanomethyl synthon

The title compound, 1-(isocyanomethyloxy)benzotriazole (6) as a new source of isocyanomethyl synthon, was synthesized in 65% yield by the dehydration of 1-(formamidomethyloxy)benzotriazole with phosphorus oxychloride in the presence of triethylamine. Unde

SYNTHESE D'OXADIAZOLES ET D'OXAZOLES THIOPHENIQUES

Some potentially active drugs: oxadiazoles (4, 8, 17), oxazoles (10, 12a, 12b, 13) heterocycles substituted by a thiophenic moiety have been prepared by a multistep procedure. Key words: Thiophene; oxadiazole; oxazole; potentially active drugs.