130012-62-3

Basic information

• Product Name: N-prop-2-enylbenzocarbothioamide
• Synonyms: N-prop-2-enylbenzocarbothioamide
• CAS NO: 130012-62-3
• Molecular Weight: 177.27
• Mol File: 130012-62-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: N-prop-2-enylbenzocarbothioamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-prop-2-enylbenzocarbothioamide(130012-62-3)
• EPA Substance Registry System: N-prop-2-enylbenzocarbothioamide(130012-62-3)

Safety Data

• Hazardous Substances Data: 130012-62-3(Hazardous Substances Data)

Upstream product

• 57-06-7 N-allyl isothiocyanate 
• 10283-95-1 N-allylbenzamide 
• 16002-63-4 phenylmagnesium iodide 
• 75-03-6 ethyl iodide 
• 90-02-8 salicylaldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 16250-37-6 N-allylformamide 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 
• 130012-40-7 dimethyl N-benzoyl-N-allylphosphoramidothionate 
• 3335-22-6 thiobenzoyl chloride 
• 107-11-9 1-amino-2-propene 
• 130012-53-2 dimethyl N-thiobenzoyl-N-allylphosphoramidate 

Downstream Products

• 133523-82-7 2-phenyl-5-((phenylselanyl)methyl)-4,5-dihydrothiazole 
• 23062-75-1 5-Methyl-2-phenyl-2-thiazoline 
• 10283-95-1 N-allylbenzamide 

Relevant articles and documents

Electrophilic cyclization of N-alkenylamides using?a chloramine-T/I2 system

A new protocol for the cyclization of N-alkenylamides using chloramine-T and iodine is described. When N-alkenylsulfonamides are treated with chloramine-T and iodine, three- to six-membered N-heterocycles are obtained with complete stereoselectivity. The method is compatible with the cyclization of the allylbenzamide or allylbenzthioamide to afford an oxazoline or thiazoline derivative, respectively. Mechanistic studies indicate that the chloramine-T/I2 system functions as an effective iodonium species.

Aqueous Compatible Protocol to Both Alkyl and Aryl Thioamide Synthesis

An efficient aqueous synthesis of thioamides through aldehydes, sodium sulfide, and N-substituted formamides has been developed. Both alkyl and aryl aldehydes are amenable to this protocol. N-Substituted formamides are essential for this transformation. Readily available inorganic salt (sodium sulfide) serves as the sulfur source in water, which makes this method much more practical and efficient. Furthermore, the late-stage modification of bioactive molecules and derivatives through this protocol has been established.

Organoselenium- and Proton-Mediated Cyclization Reactions of Allylic Amides and Thioamides. Syntheses of 2-Oxazolines and 2-Thiazolines

A variety of allylic amides and thioamides were treated with phenylselenenyl bromide in chloroform to give, via 5-exo cyclization, 2-oxazolines and 2-thiazolines, respectively, carrying a (phenylselenenyl)methyl substituent in the 5-position.In some cases (N-crotyl- and N-cinnamylamides/thioamides), dihydro-1,3-oxazines/-thiazines were formed via 6-endo cyclization.The phenylselenenyl group of the cyclofunctionalization products was slowly eliminated by treatment with m-chloroperbenzoic acid to introduce unsaturation in the resulting oxazoline/thiazoline.Reductive removal of the phenylselenenyl group was effected by treatment with triphenyltin hydride.This reaction was sometimes accompanied by a rearrangement of the heterocyclic ring.Proton-induced cyclizations of allylic thioamides to give 2-thiazolines was slowly but efficiently effected in boiling toluene containing a catalytic amount of p-toluenesulfonic acid.