5925-53-1

Basic information

• Product Name: (4Z)-2-(1,3-benzothiazol-2-yl)-4-{1-[(4-methylpiperazin-1-yl)amino]ethylidene}-5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one
• CAS NO: 5925-53-1
• Molecular Formula: C₁₃H₁₈N₂OS
• Molecular Weight: 424.4433
• Mol File: 5925-53-1.mol

Chemical Properties

• Boiling Point: 441.7°C at 760 mmHg
• Flash Point: 220.9°C
• Density: 1.52g/cm³
• Vapor Pressure: 5.33E-08mmHg at 25°C
• Refractive Index: 1.675
• CAS DataBase Reference: (4Z)-2-(1,3-benzothiazol-2-yl)-4-{1-[(4-methylpiperazin-1-yl)amino]ethylidene}-5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4Z)-2-(1,3-benzothiazol-2-yl)-4-{1-[(4-methylpiperazin-1-yl)amino]ethylidene}-5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one(5925-53-1)
• EPA Substance Registry System: (4Z)-2-(1,3-benzothiazol-2-yl)-4-{1-[(4-methylpiperazin-1-yl)amino]ethylidene}-5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one(5925-53-1)

Safety Data

• Hazardous Substances Data: 5925-53-1(Hazardous Substances Data)

Upstream product

• 110-91-8 morpholine 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 162274-53-5 4-<(Diphenylphosphinoyl)(4-(dimethylamino)phenyl)methyl>morpholine 
• 889-37-2 N,N-dimethyl-4-((phenylimino)methyl)aniline 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 1696-20-4 4-acetylmorpholine 

Downstream Products

• 6120-82-7 methyl 4-(dimethylamino)benzodithioate 
• 31646-31-8 4-[(4-dimethylamino-phenyl)-methylsulfanyl-methylene]-morpholinium; iodide 
• 530-44-9 4-(Dimethylamino)benzophenone 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 
• 84302-59-0 2-(4-Dimethylamino-phenyl)-4-phenyl-thiazole-5-carbonitrile 
• 84302-61-4 2-(4-Dimethylamino-phenyl)-4-p-tolyl-thiazole-5-carbonitrile 
• 84302-60-3 4-(4-Chloro-phenyl)-2-(4-dimethylamino-phenyl)-thiazole-5-carbonitrile 
• 84302-62-5 2-(4-Dimethylamino-phenyl)-4-(4-methoxy-phenyl)-thiazole-5-carbonitrile 
• 111997-61-6 2-(4-pyridyl)-5-(p-dimethylamino)phenyl-1,3,4-oxadiazole 
• 111997-60-5 2-(2-hydroxyphenyl)-5-(4-dimethylaminophenyl)-1,3,4-oxadiazole 
• 1874-35-7 2-(N,N-dimethyl-4-aminophenyl)-5-phenyl-1,3,4-oxadiazole 
• 120290-15-5 Dimethyl-[4-(methylsulfanyl-morpholin-4-yl-methyl)-phenyl]-amine 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 31646-11-4 4-<4-(Dimethylamino)selenobenzoyl>morpholine 

Relevant articles and documents

Mixed bases mediated synthesis of thioamides in water

A mixed bases mediated protocol is developed to synthesize thioamides from N-aryl or N-alkylamide, aldehyde and elemental sulfur in water. This reaction requires no addition of external oxidant and avoids large excess of amides. Various functional groups

Willgerodt-Kindler reaction at room temperature: Synthesis of thioamides from aromatic aldehydes and cyclic secondary amines

A simple method for the synthesis of thioamide derivatives in DMSO at room temperature and at 120 °C has been developed. Total 27 compounds were prepared under both conditions via a one-pot, three component reaction between substituted aromatic aldehydes,

Zinc chloride catalyzed ring opening of N-arylsulfonyl aziridines by thioamides: A new approach to the synthesis of amidines

The first zinc chloride catalyzed ring opening of N-arylsulfonyl aziridines by thioamides is described. Various thioamides were reacted with N-arylsulfonyl aziridines in the presence of a catalytic amount of dry zinc chloride to provide the corresponding

Efficient one-step synthesis of benzazoles in aqueous media

Benzazoles (benzoxazoles, benzothiazoles, and benzimidazoles) were efficiently prepared by the aquatic reaction of the corresponding thioamidinium salts and 2-aminophenol, 2-aminothiophenol, and 1,2-diaminobenzene, respectively. The thioamidinium salt was successfully applied as an alternative to a carboxylic acid derivative to react smoothly with an amino precursor and in the presence of catalytic amounts of hexadecyltrimethylammonium bromide salt to produce benzazoles in good to excellent yields. Wiley-VCH Verlag GmbH & Co. KGaA 2009.

Highly efficient synthesis of thioesters in water

Thioesters were efficiently prepared via the direct reaction of tertiary thioamides and alkyl halides in water, and in the presence of catalytic amounts of NaI, hexadecyltrimethylammonium bromide (HTAB), and 1,4-diazabicyclo[2.2.2] octane (DABCO). Hence,

The Willgerodt-Kindler reaction in water: High chemoselectivity of benzaldehydes over acetophenones

Water has been found for the first time as a useful solvent in the Willgerodt-Kindler (WK) reaction for the synthesis of benzothiomorpholides in high yield at 80°C for 3 h. This novel approach confronts the WK protocol with a new situation in which water

Willgerodt-kindler's microwave-enhanced synthesis of thioamide derivatives

The Willgerodt-Kindler reaction was applied to a series of aromatic aldehydes and ketones. The reactions were performed in a dipolar aprotic solvent (mainly DMF) in the presence of a base catalyst (4-methylmorpholine) and utilized microwave (mw) irradiation. The pulsed mw technique rather than the continuous irradiation was preferred because it limited side reactions and hydrogen sulfide production. While not always superior to the thermal activation of the reaction, the procedure involving repetitive short pulses of microwave irradiation was found to be faster and result in consistently cleaner products. The technique can be easily applied in a fast parallel synthesis process.

Microwave-assisted rapid hydrolysis and preparation of thioamides by Willgerodt-Kindler reaction

Aldehydes and aryl alkyl ketones were efficiently transformed to thioamides with the same number of carbon atoms via Willgerodt-Kindler reaction under microwave irradiation in solvent-free conditions. The thioamides obtained were hydrolyzed to corresponding carboxylic acids with microwave dielectric heating in one minute. Both reactions are very fast and the yields are excellent.

The reaction of α-amino-substituted diphenylphosphine oxide anions with elemental sulfur and selenium. A new route to thio- and selenoamides

The lithiated anions of α-amino-substituted diphenylphosphine oxides 1, in which R can be hydrogen, aryl, alkyl and alkenyl, react with two equivalents of sulfur or selenium to form thio- and selenoamides, which can be isolated in good to excellent yields

Infrared spectra of several thiopiperidides and thiomorpholides

Infrared spectra in the 1700-500 cm-1 region have been studied for several types of thiopiperidides (thiobenzoylpiperidides, thiocinnamoylpiperidides and phenylthioacetpiperidides) and for the corresponding thiomorpholides.Three characteristic thioamide bands were located and assigned.The behaviour of these bands on molecular complexing (with iodine as an electron acceptor) was used to support the assignments.The experimental data were discussed in terms of the theoretical results obtained by an HMO procedure.