145015-15-2

Basic information

• Product Name: 2-CHLORO-5-HYDROXYMETHYLTHIAZOLE
• Synonyms: (2-CHLORO-1,3-THIAZOL-5-YL)METHANOL;2-CHLORO-5-HYDROXYMETHYLTHIAZOLE;2-Chloro-5-(hydroxymethyl)-1,3-thiazole;(2-Chlorothiazol-5-yl)methanol;5-ThiazoleMethanol, 2-chloro-
• CAS NO: 145015-15-2
• Molecular Formula: C₄H₄ClNOS
• Molecular Weight: 149.6
• Mol File: 145015-15-2.mol

Chemical Properties

• Boiling Point: 96°C 0,2mm
• Flash Point: 136.9°C
• Appearance: /
• Density: 1.528
• Vapor Pressure: 0.000427mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: 2-8°C
• PKA: 13.25±0.10(Predicted)
• CAS DataBase Reference: 2-CHLORO-5-HYDROXYMETHYLTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-5-HYDROXYMETHYLTHIAZOLE(145015-15-2)
• EPA Substance Registry System: 2-CHLORO-5-HYDROXYMETHYLTHIAZOLE(145015-15-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 145015-15-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-5-hydroxymethylthiazole is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of biologically active molecules. Its structural features facilitate the creation of compounds with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloro-5-hydroxymethylthiazole is utilized as a building block in the production of agrochemicals, leveraging its chemical properties to enhance the effectiveness of products designed for agricultural use.
Used in Thiamine Analog Preparation:
2-Chloro-5-hydroxymethylthiazole is used as a precursor in the preparation of thiamine analogs, serving a critical role in the treatment and prevention of thiamine deficiency-related disorders due to its structural similarity to thiamine.
Used in Antimicrobial and Antifungal Drug Development:
2-CHLORO-5-HYDROXYMETHYLTHIAZOLE is also used in research and development for new antimicrobial and antifungal drugs, capitalizing on its inherent properties to combat microbial infections and fungal diseases.

InChI:InChI=1/C4H4ClNOS/c5-4-6-1-3(2-7)8-4/h1,7H,2H2

Upstream product

• 1634-04-4 tert-butyl methyl ether 
• 7440-44-0 pyrographite 
• 105827-91-6 α-Cl-β-thiazolyl chloride 
• 95453-58-0 2-chloro-1,3-thiazole-5-carbaldehyde 

Downstream Products

• 38585-74-9 thiazol-5-yl-methanol 
• 105827-91-6 α-Cl-β-thiazolyl chloride 
• 101012-12-8 2-chloro-1,3-thiazole-5-carboxylic acid 
• 848567-58-8 (2-chloro-thiazol-5-yl)methyl-3-phenyl-2-propenoate 

Relevant articles and documents

TETRAHYDROCARBAZOLE DERIVATIVES USEFUL AS ANDROGEN RECEPTOR MODULATORS

The present invention provides a compound of the formula: Formula I or a pharmaceutically acceptable salt thereof; pharmaceutical compositions comprising an effective amount of a compound of Formula I in combination with a suitable carrier, diluent, or ex

2-CHLORO-1,3-THIAZOLE-5-METHANOL DERIVATIVE, ITS MANUFACTURING METHOD AND AGRICULTURAL/HORTICULTURAL DISEASE-CONTROLLING AGENT

PROBLEM TO BE SOLVED: To provide a novel compound exhibiting excellent effects of controlling various plant diseases, a synthesizing method of the compound and an agrochemical comprising as the effective ingredient a 2-chloro-1,3-thiazole-5-methanol derivative, particularly a plant disease-controlling agent. SOLUTION: The 2-chloro-1,3-thiazole-5-methanol derivative is represented by formula (I) [wherein R is a hydrogen atom, an optionally substituted 1-4C alkyl group, a 3-6C alkenyl group, a (cyano) 1-4C alkyl group, an optionally substituted tetrahydropyranyl group, an optionally substituted carbonyl group, an optionally substituted phenyl group or an optionally substituted sulfonyl group]. The manufacturing method of the compound and the agricultural/horticultural disease-controlling agent comprising the compound as the effective ingredient are also provided.

Intermediate thiazoles and process for the preparation of 2-chloro-5-chloromethyl-thiazole

The present invention relates to intermediate thiazole compounds and a process for preparing 2-chloro-5-chloromethylthiazole which is a known compound useful for the preparation of insecticides.

Process for the preparation of thiazole derivatives

A process for the preparation of a compound of formula (I), wherein X is a leaving group; which process comprises, a) for the preparation of a compound of formula (I) wherein X is —OS(═O)2A and A is as defined in the specification, reacting a compound of formula (II) with a sulfonylating agent; or, b) for the preparation of a compound of formula (I) wherein X is iodine, reacting a compound of formula (III) with an iodinating agent, preferably sodium iodide; or, c) for the preparation of a compound of formula (I) whrein X is bromine, reacting a compound of formula (IV) with a brominating agent; or, d) for the preparation of a compound (I) wherein X is chlorine or bromine, reacting a compound (V), wherein R and X are as defined in the specification, with a chlorinating agent, a compound of formula (Ib), the use thereof and a process for the preparation of a compound of formula (II) and a compound of formula (A) are described.

Process for the preparation of 5-hydroxymethylthiazoles

The present invention discloses a process for the preparation of a hydroxymethylthiazole compound having formula 3: The process of the invention comprises reacting a halomethyl thiazole having the formula: STR1 with water, at an elevated temperature. Optionally, the reaction can be carried out in the presence of a base, such as sodium carbonate, which can react with any acid formed. In the process of the invention, X is a halogen atom; and R6 is selected from the group consisting of hydrogen, and halogen atoms. The invention also contemplates the preparation of acid addition salts of the hydroxymethylthiazole, compound 3.

Process for preparation of 5-hydroxymethylthiazole

A process for the preparation of 5-hydroxymethylthiazole comprises reacting a compound of the formula, STR1 with a carboxylic acid salt (optimally in the presence of a quaternary ammonium salt) and hydrolyzing the resulting ester. Subsequent dechlorination gives 5-hydroxymethylthiazole.

Process for the preparation of disubstituted carbonates

The present invention relates to a process for the preparation of cabonate compounds useful for the preparation of compounds which are human immunodeficiency virus (HIV) protease inhibitors. The compounds have formula I: STR1 wherein R9 is hydrogen or lower alkyl, and the thiazolyl ring can be unsubituted or substituted with a lower alkyl group.