45438-77-5

Basic information

• Product Name: 5-Chloromethylthiazole
• Synonyms: 5-(chloroMethyl)-1,3-thiazole;5-(chloromethyl)-1,3-thiazole hydrochloride;5-thiazolylmethyl chloride
• CAS NO: 45438-77-5
• Molecular Formula: C₄H₄ClNS
• Molecular Weight: 133.5993
• Product Categories: Thiazoles
• Mol File: 45438-77-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 214.9 °C at 760 mmHg
• Flash Point: 83.8 °C
• Appearance: /
• Density: 1.338 g/cm³
• CAS DataBase Reference: 5-Chloromethylthiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloromethylthiazole(45438-77-5)
• EPA Substance Registry System: 5-Chloromethylthiazole(45438-77-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 45438-77-5(Hazardous Substances Data)

Usage

General Description

5-Chloromethylthiazole is a chemical compound with the molecular formula C4H4ClNS. It is a thiazole derivative with a chlorine atom attached to the methyl group. 5-Chloromethylthiazole is commonly used as an intermediate for the synthesis of pharmaceuticals and agrochemicals. It has also been studied for its potential antimicrobial and antifungal properties. 5-Chloromethylthiazole is a clear, colorless to slightly yellow liquid at room temperature and is soluble in organic solvents. It is important to handle this compound with care, as it may be harmful if ingested or inhaled, and can cause skin irritation upon contact.

Upstream product

• 38585-74-9 thiazol-5-yl-methanol 
• 3581-89-3 5-methylthiazole 
• 124-63-0 methanesulfonyl chloride 
• 105827-91-6 α-Cl-β-thiazolyl chloride 

Downstream Products

• 937662-70-9 N-(thiazol-5-yl-methyl)ethylamine 
• 933751-05-4 N-(thiazol-5-ylmethyl)methylamine 
• 172649-44-4 (1S,2R,2'R,4'S,2S)-1-((2-Benzyl-5-(((2-(t-butyl)amino)carbonyl)-4-((thiazol-5-yl)methyl)piperazin-1-yl)-4-hydroxypentanoyl)amino)indan-2-ol 
• 181040-44-8 2-Fluoro-4-(thiazol-5-ylmethoxy)benzonitrile 
• 1442476-78-9 methyl (S)-2-((tert-butoxycarbonyl)(thiazol-5-ylmethyl)amino)-3-phenylpropanoate 

Relevant articles and documents

Synthesis of Arylethylamines via C(sp3)-C(sp3) Palladium-Catalyzed Cross-Coupling

Substituted arylethylamines represent a key structural motif in natural, pharmaceutical, and agrochemical compounds. Access to such scaffolds has been the subject of long-standing synthetic interest. Herein, we report the synthesis of such scaffolds via a palladium-catalyzed C(sp3)-C(sp3) coupling between (chloromethyl)aryls and air-/moisture-stable N,N-dialkylaminomethyltrifluoroborate salts. Rapid hit identification was achieved using microscale high-throughput experimentation and was followed by millimolar-scale reaction parameter optimization. A range of structurally and electronically varied arylethylamine products were obtained in moderate to excellent yields (27-96%, >60 examples). The reaction mechanism is proposed to proceed via formation of a trialkylbenzylammonium species prior to oxidative addition.

Synthesis method of ritonavir intermediate 5-hydroxymethylthiazole

The invention discloses a synthetic method of a ritonavir intermediate 5-hydroxymethyl thiazole. The synthetic method includes following steps: adding 200 g of 2-chloro-5-chloromethylthiazole, 240 g of an acid-binding agent, 600 g of methanol, 120 g of a Raney nickel catalyst and water into a hydrogenation kettle, performing nitrogen replacementfor three times and hydrogen replacement for three times, pressurizing the kettle to 1.0-1.4 PA, heating the kettle to 67.5 DEG C, and carrying out heat preservation 32-38 h; taking 2-chloro-5-chloromethylthiazole which is less than or equal to 0.3%, after the reaction is finished, relieving pressure, filtering the reaction product, recovering Raney nickel, drying an organic layer for 1 hour under reduced pressure, washing the organic layer with EA,blending the organic layer, recovering the organic layer under reduced pressure, and rectifying the semi-product to obtain 5-chloromethylthiazole. The method is simple in process step, short in production period, high in yield, low in process three-waste amount, capable of effectively considering the cost of industrial production, safe and suitable for industrial large-scale production.

Thiazole alkyl pyridylamine compound and preparation method and application thereof

The present invention discloses a thiazole alkyl pyridylamine compound shown in formula (I) and a preparation method and application thereof, wherein R, R ', Z, R1 and R2 are as defined in the specification. The thiazole alkyl pyridylamine compound shown in formula (I) has bactericidal, acaricidal or herbicidal biologically activity, and has high activity on pathogenic bacteria such as sclerotinia sclerotiorum, botrytis cinerea pers, and the like.