100367-77-9

Basic information

• Product Name: Ethyl 2-bromothiazole-4-carboxylate
• Synonyms: ETHYL 2-BROMOTHIAZOLE-4-CARBOXYLATE;2-BROMO-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;Ethyl 2-bromothiazole-4-carboxylate 96%;ethyl 2-bromo-1,3-thiazole-4-carboxylate;ethyl 2-bromo-4-thiazolecarboxylate;2-Bromo-4-(ethoxycarbonyl)-1,3-thiazole;ethyl 2-broMo-thiazol-4-carboxylate;Ethyl2-bromothiazole-4-carboxylate,97%
• CAS NO: 100367-77-9
• Molecular Formula: C₆H₆BrNO₂S
• Molecular Weight: 236.09
• Product Categories: blocks;Bromides;Carboxes;Thiazoles;Esters;Thiazoles, Isothiazoles &Benzothiazoles;Thiazoles, Isothiazoles & Benzothiazoles;Building Blocks;Thiazole;1803153937@189.cn ada@tuskwei.com;Ethyl 2-Bromothiazole-4-Carboxylate SKY
• Mol File: 100367-77-9.mol

Chemical Properties

• Melting Point: 48-52°C
• Boiling Point: 154°C/13mmHg(lit.)
• Flash Point: >110℃
• Appearance: white crystalline power
• Density: 1.654 g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: Keep Cold
• Solubility: soluble in Methanol
• PKA: -1.50±0.10(Predicted)
• Sensitive: Moisture & Light Sensitive
• CAS DataBase Reference: Ethyl 2-bromothiazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-bromothiazole-4-carboxylate(100367-77-9)
• EPA Substance Registry System: Ethyl 2-bromothiazole-4-carboxylate(100367-77-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 100367-77-9(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C6H6ClNO2S/c1-2-10-5(9)4-3-11-6(7)8-4/h3H,2H2,1H3

Upstream product

• 5398-36-7 2-aminothiazole-4-carboxylate 
• 70-23-5 ethyl Bromopyruvate 
• 17356-08-0 thiourea 
• 127942-30-7 2-amino-4-ethoxycarbonyl-1,3-thiazolehydrobromide 
• 56417-52-8 4-ethoxycarbonyl-4-thiazoline-2-one 
• 75-34-3 1,1-dichloroethane 
• 7789-60-8 phosphorus tribromide 

Downstream Products

• 3973-08-8 Thiazole-4-carboxylic acid 
• 14527-43-6 ethyl thiazole-4-carboxylate 
• 170235-26-4 2-bromo-thiazole-4-carboxylic acid methyl ester 
• 5198-80-1 2-bromothiazole-4-carbaldehyde 
• 5198-86-7 (2-bromo-1,3-thiazol-4-yl)methanol 
• 5198-88-9 2-bromothiazole-4-carboxylic Acid 
• 162276-40-6 ethyl-2-(3-chlorophenoxy)thiazole-4-carboxylate 
• 848501-94-0 2-bromo-1,3-thiazole-4-carboxamide 
• 104481-24-5 ethyl 2-(piperazin-1-yl)thiazole-4-carboxylate 
• 936716-36-8 ethyl 2-(4-[2-trifluoromethyl-phenoxy]piperidin-1-yl)-1,3-thiazole-4-carboxylate 
• 944275-12-1 2-(2-hydroxymethyl-phenyl)-thiazole-4-carboxylic acid, ethyl ester 
• 944275-15-4 2-(2-fluoro-6-methoxy-phenyl)-thiazole-4-carboxylic acid 
• 944275-17-6 2-iodothiazole-4-carboxylic acid 
• 57677-79-9 ethyl 2-(4-methoxyphenyl)thiazole-4-carboxylate 

Relevant articles and documents

Synthesis of New 1,3-Thiazolecarbaldehydes

H-Lithiation and Br-lithiation reactions of 1,3-thiazole were studied in order to obtain new thiazole derivatives. Four isomeric chloromethyl derivatives of 1,3-thiazole containing a protected aldehyde group like 2-(1,3-dioxolan-2-yl)-5-(chloromethyl)-1,3-thiazole, 5-(1,3-dioxolan-2-yl)-2-(chloromethyl)-1,3-thiazole, 4-(1,3-dioxolan-2-yl)-2-(chloromethyl)-1,3-thiazole, and 2-(1,3-dioxolan-2-yl)-4-(chloromethyl)-1,3-thiazole were synthesized. Their nucleophilic substitution reactions with dimethylamine and sodium methylthiolate were studied. New aldehydes of 1,3-thiazole series of low-molecular weight were obtained.

Asymmetric synthesis of (1R,2S,3R)-2-acetyl-4-(1,2,3,4- tetrahydroxybutyl)thiazole

Two different methods for preparing the thiazole analogue 3 of the biologically active compound (1R,2S,3R)-2-acetyl-4(5)-(1,2,3,4- tetrahydroxybutyl)imidazole 1 are reported.

Reductive Alkylation of 2-Bromoazoles via Photoinduced Electron Transfer: A Versatile Strategy to Csp2-Csp3 Coupled Products

Access to Csp2-Csp3-coupled products is a challenging goal at the forefront of catalysis. The photocatalytic reductive coupling of aryl bromides with unactivated alkenes is introduced as a convenient method that circumvents any need for synthesis of sp3-hybridized coupling partners. The reaction takes place via photoinduced electron transfer from a tertiary amine to an aryl bromide that fragments to provide an aryl radical and subsequently reacts with an alkene to form a C-C bond. Conveniently, the amine also serves as the final reductant. The method is operationally simple, functional group tolerant, and takes place with selectivities that will allow it to be used in the context of complex molecule synthesis.

The Development and Scale-Up of an Antibody Drug Conjugate Tubulysin Payload

Significant development and scale-up work was completed on the synthesis of an antibody drug conjugate payload based on the tubulysin natural products. This work included the development of new routes to the tubuvaline and tubuphenylaniline portions of the molecules, as well as extensive optimization of the solid phase peptide synthesis used to assemble the molecule. The initial route (21 steps longest linear sequence, 0.01% overall yield) was improved to a new, more robust route (19 steps longest linear sequence, 2.4% overall yield) affording a 240-fold increase in overall yield and allowing delivery of over 86 g of the required molecule.

Design, Synthesis, and Cytotoxic Activity of New Tubulysin Analogues

Synthesis of tubulysin analogues, containing an N-methyl substituent on tubuvaline-amide together with the replacement of either the hydrophobic N-terminal N-methyl pipecolic acid (Mep) or at both N- and C- terminal peptides with available heteroaromatic

1-(4-(4-(5-PHENYL-4,5-DIHYDROISOXAZOL-3-YL)THIAZOL-2-YL)PIPERIDIN-1-YL)-ETHAN-1-ONE DERIVATIVES AND RELATED COMPOUNDS AS FUNGICIDES FOR CROP PROTECTION

The present invention relates to 1-(4-(4-(5-phenyl-4,5- dihydroisoxazol-3-yl)thiazol-2-yl)piperidin-l-yl)-ethan-l-one derivatives and related compounds as fungicides for crop protection. The present description discloses the synthesis and characterisation of exemplary compounds as well as biological data thereof (e.g. pages 47 to 69; examples 1 to 4; compounds 1 to 81; table 1). An exemplary compound is e.g. 1-(4-(4-(5-(2,6-dichlorophenyl) -4,5-dihydroisoxazol-3-yl)thiazol-2-yl) piperidin-1-yl)-2-((3- methoxypyridin-2-yl)oxy)ethan-1-on ( example 1 ).

1 -(4-(4-(5-PHENYL-4,5-DIHYDROISOXAZOL-3-YL)THIAZOL-2-YL)PIPERIDIN-1 -YL)-ETHAN-1 -ONE DERIVATIVES AND RELATED COMPOUNDS AS FUNGICIDES FOR CROP PROTECTION

The present invention relates to 1-(4-(4-(5-phenyl-4,5- dihydroisoxazol-3-yl)thiazol-2-yl)piperidin-1-yl)-ethan-1-one derivatives and related compounds for use as fungicides for crop protection, as well as to a process for preparing the same. The present description discloses the synthesis and characterisation of exemplary compounds as well as biological data thereof (e.g. pages 55 to 94; examples 1 to 4; compounds 1 to 194; table 1).

NOVEL SULFILIMINES OR SULFOXIMINES CONTAINING FUNGICIDAL HETEROCYCLIC COMPOUNDS

The present invention relates to a compound formula (I) and a process for preparing the same, wherein, R2, A, E, Hy, Ra, n, Q and W1 are each as defined in the description. The invention also relates to the combination and composition comprising the compound of formula (I).

Synthesis process of thiazole medical intermediate

The invention discloses a synthesis process of thiazole medical intermediate.The synthesis process comprises the following steps: step 1, mixing ethyl pyruvate and dichloromethane of which the volume is 2 times that of the ethyl pyruvate at room temperature, adding an obtained mixture into a reactor, starting stirring, and keeping the temperature of a system at about 20 DEG C; step 2, starting to dropwise add a dichloromethane solution of bromine, controlling the temperature to enable the system to be about 20-30 DEG C, sealing the reactor, and introducing a strong alkali solution to absorb acid gas HBr; and step 3, after dropwise adding is completed, closing a cold well, performing stirring at normal temperature for about 2 hours until the color of the reaction liquid gradually becomes light yellow to light brown, monitoring that no raw material exists through TLC, and concentrating the obtained reaction liquid. According to the synthesis process of the thiazole medical intermediate, by introducing the defoaming agent n-hexane, generated gas foam can be quickly dissolved out and released from the solvent, and the phenomenon of one-time flushing is avoided; and by introducing the n-hexane solvent, solids can be effectively separated out at low temperature, the impurity content can be controlled to be about 1%, the purification difficulty is greatly reduced, and crystallization is facilitated.

SUBSTITUTED BICYCLIC HETEROARYL COMPOUNDS

Disclosed are compounds of Formula (I) N-oxides, or salts thereof, wherein X, Y, A, G, R1, and R5 are defined herein. Also disclosed are methods of using such compounds as inhibitors of signaling through Toll-like receptor 7, or 8, or 9, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating inflammatory and autoimmune diseases.