2103-95-9

Basic information

• Product Name: 37(4-BROMOPHENYL)-2-THIAZOLETHIOL
• Synonyms: 37(4-BROMOPHENYL)-2-THIAZOLETHIOL;4-(4-Bromophenyl)-2-thiazolethiol;(4-BROMOPHENYL)-2-THIAZOLETHIOL;4-(4-bromophenyl)thiazole-2-thiol;4-(4-bromophenyl)-3H-1,3-thiazole-2-thione
• CAS NO: 2103-95-9
• Molecular Formula: C₉H₆BrNS₂
• Molecular Weight: 272.18
• Product Categories: Heterocyclic Compounds;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Thiazoles;ThiazolesHeterocyclic Building Blocks
• Mol File: 2103-95-9.mol

Chemical Properties

• Melting Point: 220-224 °C
• Boiling Point: 376.2°C at 760 mmHg
• Flash Point: 181.32°C
• Appearance: /
• Density: 1.768g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.783
• PKA: 7.66±0.40(Predicted)
• CAS DataBase Reference: 37(4-BROMOPHENYL)-2-THIAZOLETHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 37(4-BROMOPHENYL)-2-THIAZOLETHIOL(2103-95-9)
• EPA Substance Registry System: 37(4-BROMOPHENYL)-2-THIAZOLETHIOL(2103-95-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 2103-95-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
37(4-BROMOPHENYL)-2-THIAZOLETHIOL is used as a key intermediate in the synthesis of pharmaceuticals for its potential antioxidant and antimicrobial activities. It aids in the development of new drug candidates that can combat various diseases and conditions by leveraging its chemical properties to enhance therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical sector, 37(4-BROMOPHENYL)-2-THIAZOLETHIOL serves as a crucial component in the creation of pesticides, fungicides, and other crop protection agents. Its antimicrobial properties are harnessed to protect crops from diseases and pests, thereby increasing agricultural productivity and crop quality.
Used in Organic Synthesis:
37(4-BROMOPHENYL)-2-THIAZOLETHIOL is utilized as a versatile intermediate in organic synthesis for the production of various organic molecules. Its unique structure allows for the creation of a broad spectrum of compounds that can be applied across different industries, including but not limited to pharmaceuticals, materials science, and chemical research.

InChI:InChI=1/C9H6BrNS2/c10-7-3-1-6(2-4-7)8-5-13-9(12)11-8/h1-5H,(H,11,12)

Upstream product

• 98475-05-9 α-tosyloxy-4-bromoacetophenone 
• 513-74-6 ammonium dithiocarbamate 
• 99-90-1 para-bromoacetophenone 
• 99-73-0 para-bromophenacyl bromide 

Downstream Products

• 97215-60-6 4-(4-bromo-phenyl)-2-(4-nitro-phenyldisulfanyl)-thiazole 
• 97436-25-4 4-(4-bromo-phenyl)-2-p-tolyldisulfanyl-thiazole 
• 97339-40-7 4-(4-bromo-phenyl)-2-(4-chloro-2-nitro-phenyldisulfanyl)-thiazole 
• 97755-69-6 4-(4-bromo-phenyl)-2-(2-chloro-phenyldisulfanyl)-thiazole 
• 97215-58-2 4-(4-bromo-phenyl)-2-(2-nitro-phenyldisulfanyl)-thiazole 
• 97236-61-8 4-(4-bromo-phenyl)-2-phenyldisulfanyl-thiazole 
• 97755-70-9 4-(4-bromo-phenyl)-2-(4-chloro-phenyldisulfanyl)-thiazole 
• 2103-93-7 2-methylmercapto-4-(4'-bromophenyl)thiazole 
• 116626-03-0 [4-(4-Bromo-phenyl)-thiazol-2-ylsulfanyl]-acetic acid ethyl ester 
• 1392400-77-9 2-(3-propyl-1-phenyl-4,5-dihydro-5-oxopyrazol-4-thio)-4-(4-bromophenyl)thiazole 
• 1392400-76-8 2-(3-methyl-1-phenyl-4,5-dihydro-5-oxopyrazol-4-thio)-4-(4-bromophenyl)thiazole 
• 1392400-78-0 2-(1,3-diphenyl-4,5-dihydro-5-oxopyrazol-4-thio)-4-(4-bromophenyl)thiazole 
• 94210-37-4 4,4'-bis-(4-bromo-phenyl)-2,2'-disulfanediyl-bis-thiazole 
• 1571918-41-6 (Z)-N-((2R,3S,4R)-1-((4-(4-bromophenyl)thiazol-2-yl)thio)-3,4-isopropylidenedioxyoctadec an-2-yl)tetracos-15-enamide 

Relevant articles and documents

Synthesis of novel azabicyclo derivatives containing a thiazole moiety and their biological activity against pine-wood nematodes

To explore a new skeleton with nematicidal activity, a series of novel azabicyclo derivatives containing a thiazole moiety were designed, synthesized and evaluated for their nematicidal activities. The bioassay results against pine-wood nematodes (Bursaphelenchus xylophilus) showed that most of the title compounds displayed nematicidal activity at a concentration of 40 mg/L. Especially, the title compounds2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)oxy)-4-(4-chlorophenyl)thiazole (7e), 2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)thio)-4-phenylthiazole (10a) and 2-((8-methyl-8-azabicyclo [3.2.1]octan-3-yl)thio)-4-(4-chlorophenyl)thiazole (10e) exhibited more than 90% mortality against Bursaphelenchus xylophilus.

Synthesis of 4- and 5-arylthiazolinethiones as inhibitors of indoleamine 2,3-dioxygenase

Docking studies of 4-phenylthiazolinethione on human IDO1 suggest complexation of the heme iron by the exocyclic sulfur atom further reinforced by hydrophobic interactions of the phenyl ring within pocket A of the enzyme. On this basis, chemical modifications were proposed to increase inhibition activity. Synthetic routes had to be adapted and optimized to yield the desired substituted 4- and 5-arylthiazolinethiones. Their biological evaluation shows that 5-aryl regioisomers are systematically less potent than the corresponding 4-aryl analogs. Substitution on the phenyl ring does not significantly increase inhibition potency, except for 4-Br and 4-Cl derivatives.

Synthesis new and novel aryl thiazole derivatives compounds

Six new compounds of Thiazoles family was synthesis from condensation reaction of some compounds from pyrazolines. NMR, IR and elemental analysis was used for identification of these compounds. Position of aliphatic and aromatic hydrogens in pyrazolone and thiazole cycles had established proceeding of identification. Most of obtained compounds like aciform crystals, their color is white and yellow. Reaction time and yield of these compounds had shown better results as compared with other thiazole derivations.

Synthesis, NMR, vibrational and mass spectroscopy with DFT/HF studies of 4-(4/-Bromophenyl) -2-Mercaptothiazole Structure

Ammonium dithiocarbamate was combined with a compound of phenacylbromide family; 4-(4/-Bromophenyl)-2-mercaptothiazole structure was synthesized. The spectroscopic properties of this structure were studied using 1H-NMR, 13C-NMR, FT-IR, Mass Spectroscopy a

A facile synthesis of thiazole-2(3H)-thiones through [hydroxy(tosyloxy) iodo]benzene

A one-pot facile synthesis of thiazole-2(3H)-thiones (4) has been achieved by hypervalent iodine oxidation of ketones (1) using [hydroxy (tosyloxy)iodo]benzene, followed by the treatment of the reaction mixture with dithiocarbamate salts (3) The intermediate α-tosyloxy-ketones (2) have also been isolated and converted to the target compounds.

Hypervalent iodine in synthesis. 48. A one-pot convenient procedure for the synthesis of 2-mercaptothiazoles by cyclocondensation of ketones with [hydroxy(tosyloxy)iodo]-benzene and ammonium dithiocarbamate

α-Tosyloxylation of ketones with [hydroxy(tosyloxy)iodo]-benzene (HTIB), followed by treatment with ammonium dithiocarbamate, provides a one-pot convenient procedure for the synthesis of 2-mercaptothiazoles with good yields.

Hypervalent iodine in synthesis; 60: A novel method for the synthesis of 2-mercaptothiazoles by cyclocondensation of alkynyl(phenyl)iodonium salts and ammonium dithiocarbamate

A novel method for the synthesis of 2-mercaptothiazoles is achieved by cyclocondensation of alkynyl(phenyl)iodonium salts with ammonium dithiocarbamate. A reaction mechanism is proposed.