3829-80-9

Basic information

• Product Name: Methyl 2-amino-4-methylthiazole-5-carboxylate
• Synonyms: METHYL 2-AMINO-4-METHYL-1,3-THIAZOLE-5-CARBOXYLATE;METHYL 2-AMINO-4-METHYLTHIAZOLE-5-CARBOXYLATE;CHEMBRDG-BB 4142897;BUTTPARK 76\07-67;ART-CHEM-BB B000344;2-AMINO-4-METHYL-THIAZOLE-5-CARBOXYLIC ACID METHYL ESTER;AKOS B000344;OTAVA-BB BB7216516553
• CAS NO: 3829-80-9
• Molecular Formula: C₆H₈N₂O₂S
• Molecular Weight: 172.2
• EINECS: 1533716-785-6
• Mol File: 3829-80-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: 171-174 °C
• Boiling Point: 301.3 °C at 760 mmHg
• Flash Point: 136 °C
• Appearance: Off- white crystals
• Density: 1.339 g/cm³
• Vapor Pressure: 0.00106mmHg at 25°C
• Refractive Index: 1.592
• PKA: 3.83±0.10(Predicted)
• CAS DataBase Reference: Methyl 2-amino-4-methylthiazole-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-amino-4-methylthiazole-5-carboxylate(3829-80-9)
• EPA Substance Registry System: Methyl 2-amino-4-methylthiazole-5-carboxylate(3829-80-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 3829-80-9(Hazardous Substances Data)

Usage

Uses

Methyl 2-amino-4-methylthiazole-5-carboxylate is a useful research chemical.

Chemical Properties

white crysta

InChI:InChI=1/C6H8N2O2S/c1-3-4(5(9)10-2)11-6(7)8-3/h1-2H3,(H2,7,8)

Upstream product

• 4755-81-1 methyl 2-chloroacetoacetate 
• 17356-08-0 thiourea 
• 247242-38-2 (E)-3-amino-2-thiocyanatobut-2-enoic acid methyl ester 
• 21731-17-9 methyl 3-aminocrotonate 
• 3600-18-8 ethyl α-bromoacetoacetate 
• 105-45-3 acetoacetic acid methyl ester 
• 3952-66-7 methyl 2-oxobutanoate 

Downstream Products

• 6746-17-4 4-methyl-2-[(N-methyl-N-phenyl-glycyl)-amino]-thiazole-5-carboxylic acid methyl ester 
• 6802-40-0 2-[(N-ethyl-N-phenyl-glycyl)-amino]-4-methyl-thiazole-5-carboxylic acid methyl ester 
• 6122-01-6 2-[(N-benzyl-N-phenyl-glycyl)-amino]-4-methyl-thiazole-5-carboxylic acid methyl ester 
• 1048364-00-6 methyl 2-(bis(4-acetylbenzyl)amino)-4-methylthiazole-5-carboxylate 
• 1048364-04-0 methyl 2-(N-(4-acetylbenzyl)acetamido)-4-methylthiazole-5-carboxylate 
• 1048363-72-9 methyl 2-(3-(4-acetylphenyl)ureido)-4-methylthiazole-5-carboxylate 
• 380577-04-8 C₂₂H₁₈N₂O₆S₂ 
• 385393-26-0 C₂₃H₂₀N₂O₆S₂ 
• 371225-96-6 C₂₃H₁₈N₂O₅S 
• 371922-20-2 C₂₃H₁₇ClN₂O₅S 
• 433253-78-2 C₂₄H₂₀N₂O₆S 
• 81569-44-0 methyl 4-methyl thiazole-5-carboxylate 

Relevant articles and documents

1-Methylimidazolium ionic liquid supported on Ni@zeolite-Y: fabrication and performance as a novel multi-functional nanocatalyst for one-pot synthesis of 2-aminothiazoles and 2-aryl benzimidazoles

In the present study, 1-methyl-3-(3-trimethoxysilylpropyl)-1H-imidazol-3-ium chloride-supported Ni@zeolite-Y-based nanoporous materials (Ni@zeolite-Im-IL) were synthesized and their structures were confirmed using different characterization techniques such as FT-IR, FE-SEM, EDX, XRD, BET and TGA-DTG analyses. In order to synthesize this multi-functional nano-system, zeolite-NaY was modified first, with exchanged Ni2+ ions and 3-chloropropyltriethoxysilane (CPTES) as a coupling reagent and then functionalized to imidazolium chloride ionic liquid by N-methylimidazole. New multi-functional nano-material of Ni@zeolite-Im-IL demonstrated high activity in the catalytic synthesis of 2-aminothiazoles 3a–l by one-pot reaction of methylcarbonyls, thiourea and iodine at 80?°C in DMSO with good to excellent yields (85–98%). Also, the catalytic synthesis of 2-aryl benzimidazoles, 6a–m was performed by the condensational reaction of o-arylendiamine and aromatic aldehydes in EtOH at room temperature with excellent yields (90–98%). Advantages of this efficient synthetic strategy include higher purity and shorter reaction time, excellent yield, easy isolation of products, the good stability, activity and feasible reusability of the metallic ionic liquid nanocatalyst. These benefits have made this method more compatible with the principles of green chemistry. Graphical abstract: [Figure not available: see fulltext.]

Visible Light-Mediated Coupling of Thioureas and 1,3-Dicarbonyls: Towards a Leaving Group-Free Synthesis of Aminothiazoles

A synthesis of aminothiazoles from various 1,3-dicarbonyls and thioureas without a leaving group has been developed. The reaction is photocatalyzed by tetraiodofluorescein, an organic dye. Under irradiation with green LEDs, a sulfur radical is generated in situ from thiourea, followed by addition to the enol tautomer, forming the aminothiazole backbone. This novel strategy provides a greener alternative to the traditional leaving group protocols, with excellent atom economy. (Figure presented.).

Method for synthesizing 2-aminothiazole derivative

The invention discloses a method for synthesizing a 2-aminothiazole derivative. The method comprises the following steps: by taking a ketone derivative (I) with an electron withdrawing group at the alpha position and thiourea (II) as raw materials, t-buty