656-53-1

Basic information

• Product Name: 4-Methyl-5-thiazolylethyl acetate
• Synonyms: 4-Methyl-5-thiazolylethyl acetate, Sulfurol acetate;4-Methyl-5-(2-acetoxyethyl)thiazole-4-Methyl-5-thiazoleethanol acetate;2-(4-Methyl-1,3-thiazol-5-yl)ethyl acetate;4-Methyl-5-thiazolylethyl acetate ,99%;4-Methyl-5-thiazolylethyl acetate >=98.0%;Acetic Acid 2-(4-Methyl-5-thiazolyl)ethyl Ester 5-(2-Acetoxyethyl)-4-methylthiazole;4-Methyl-5-(2-hydroxyethyl)thiazoleacetate;4-methyl-5-thiazoleethanoacetate(ester)
• CAS NO: 656-53-1
• Molecular Formula: C₈H₁₁NO₂S
• Molecular Weight: 185.24
• EINECS: 211-515-7
• Product Categories: thiazole Flavor;Building Blocks;C8 to C9;Chemical Synthesis;Heterocyclic Building Blocks;Thiazoles;Heterocyclic Compounds
• Mol File: 656-53-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 112 °C
• Boiling Point: 117-118 °C6 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear brown/Liquid
• Density: 1.147 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00774mmHg at 25°C
• Refractive Index: n20/D 1.51(lit.)
• Storage Temp.: 2-8°C
• PKA: 3.26±0.10(Predicted)
• CAS DataBase Reference: 4-Methyl-5-thiazolylethyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-5-thiazolylethyl acetate(656-53-1)
• EPA Substance Registry System: 4-Methyl-5-thiazolylethyl acetate(656-53-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25
• RIDADR: UN 3334
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 656-53-1(Hazardous Substances Data)

Usage

Description

May be prepared from 2-methylthio-4-methyl-5-(2-acetoxyethyl)- thiazole and AlHg; by dehydrogenation with sulfur at 130°C of the (i-acetyl derivative of 4-methyl-5-(P-hydroxyethyl)-3-thiazoline.

Chemical Properties

Different sources of media describe the Chemical Properties of 656-53-1 differently. You can refer to the following data:
1. 4-Methyl-5-thiazoleethanol acetate has an odor reminiscent of meat.
2. Colorless to light yellow liqui

Uses

4-Methyl-5-thiazolylethyl Acetate is used in biological study for research on contribution of oxidized tallow to aroma characteristics of beeflike process flavor assessed by gas chromatography-mass spectrometry and partial least squares regression.

Preparation

From 2-methylthio-4-methyl-5-(2-acetohxyethyl)-thiazole and AlHg; by dehydrogenation with sulfur at 130°C of the β-acetyl derivative of 4-methyl-5-(β-hydroxyethyl)-3-thiazoline

Taste threshold values

Taste characteristics at 10 ppm: meaty, brothy, bready and brown with a beefy, bloody and chicken note.

InChI:InChI=1/C8H11NO2S/c1-6-7(12-5-9-6)3-4-8(10)11-2/h5H,3-4H2,1-2H3

Upstream product

• 98960-04-4 1-acetoxy-2-(4-methyl-2-methylsulfanyl-thiazol-5-yl)-ethane 
• 115-08-2 thiocarboxamide 
• 13051-49-5 5-Acetoxy-3-chloropentan-2-one 
• 14066-76-3 2-mercapto-4-methyl-5-(β-acetoxyethyl)thiazole 
• 69243-00-1 2-(2-amino-4-methylthiazol-5-yl)ethyl acetate 
• 137-00-8 5-hydroxyethyl-4-methylthiazole 
• 75-36-5 acetyl chloride 
• 412307-97-2 5-(2-acetoxy-ethyl)-4-methyl-3H-thiazol-2-one 
• 64-17-5 ethanol 
• 77287-34-4 formamide 
• 760210-61-5 1-acetoxy-2-(2-chloro-4-methyl-thiazol-5-yl)-ethane 
• 98426-41-6 1-acetoxy-2-(4-methyl-2,5-dihydro-thiazol-5-yl)-ethane 
• 108-24-7 acetic anhydride 

Downstream Products

• 1579941-84-6 (E)-2-(4-methyl-2-styrylthiazol-5-yl)ethyl acetate 
• 100724-70-7 2-hydroxy-4-nitro-benzoic acid-[2-(4-methyl-thiazol-5-yl)-ethyl ester] 
• 100795-90-2 4-amino-2-hydroxy-benzoic acid-[2-(4-methyl-thiazol-5-yl)-ethyl ester] 
• 109311-81-1 5-(2-acetoxy-ethyl)-4-methyl-3-(4-nitro-benzyl)-thiazolium; bromide 
• 137-00-8 5-hydroxyethyl-4-methylthiazole 

Relevant articles and documents

A side condensation reaction of 5-acetoxy-3-chloropentan-2-one with thioformamide involved in the synthesis of vitamin B1

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Preparation method of 4-methyl-5-(2-acetoxyethyl) thiazole

The invention relates to a preparation method of 4-methyl-5-(2-acetoxyethyl) thiazole, and discloses a preparation method of 4-methyl-5-(2-acetoxyethyl) thiazole, the 4-methyl-5-(2-acetoxyethyl) thiazole is obtained by reaction of 3-halogenated-5-acetoxy-2-pentanone and thioformamide, and the reaction takes SBA-15 molecular sieve loaded ionic liquid as a catalyst. The catalyst not only improves the reaction yield, but also improves the product purity.

Synthesis of [thiazolium-2,2′-14C2]-SAR97276A from [14C]-thiourea

[thiazolium-2,2′-14C2]-SAR97276A, a bis(thiazolium) antimalarial development candidate, was synthesized from [ 14C]-thiourea with an overall radiochemical yield of 15%. The synthetic route involves a modified procedure for the synthesis of [ 14C]-sulfurol, also a key intermediate in thiamine synthesis, which was developed due to unlabelled chemistry proving irreproducible with the radiolabelled substrate. Copyright

Synthesis, in vitro and in vivo activity of thiamine antagonist transketolase inhibitors

Tumor cells extensively utilize the pentose phosphate pathway for the synthesis of ribose. Transketolase is a key enzyme in this pathway and has been suggested as a target for inhibition in the treatment of cancer. In a pharmacodynamic study, nude mice with xenografted HCT-116 tumors were dosed with 1 ('N3′-pyridyl thiamine'; 3-(6-methyl-2-amino-pyridin-3-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-thiazol-3-ium chloride hydrochloride), an analog of thiamine, the co-factor of transketolase. Transketolase activity was almost completely suppressed in blood, spleen, and tumor cells, but there was little effect on the activity of the other thiamine-utilizing enzymes α-ketoglutarate dehydrogenase or glucose-6-phosphate dehydrogenase. Synthesis and SAR of transketolase inhibitors is described.