2289-75-0

Basic information

• Product Name: 4,5-DIMETHYL-1,3-THIAZOL-2-AMINE
• Synonyms: IFLAB-BB F1920-0013;AURORA 5329;ASISCHEM D48929;AKOS BBS-00004664;4,5-DIMETHYL-THIAZOL-2-YLAMINE;4,5-DIMETHYL-1,3-THIAZOL-2-AMINE;2-Amino-4,5-dimethyl-1,3-thiazole;4,5-DIMETHYLTHIAZOL-2-AMINE
• CAS NO: 2289-75-0
• Molecular Formula: C₅H₈N₂S
• Molecular Weight: 128.2
• Product Categories: amine;pharmaceutical intermediate
• Mol File: 2289-75-0.mol

Chemical Properties

• Melting Point: 66-69
• Boiling Point: 256.1 °C at 760 mmHg
• Flash Point: 108.7 °C
• Appearance: /
• Density: 1.198 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 4,5-DIMETHYL-1,3-THIAZOL-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIMETHYL-1,3-THIAZOL-2-AMINE(2289-75-0)
• EPA Substance Registry System: 4,5-DIMETHYL-1,3-THIAZOL-2-AMINE(2289-75-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 2289-75-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4,5-Dimethyl-1,3-thiazol-2-amine is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to form complex molecular structures that can target specific biological pathways.
Used in Agrochemical Industry:
In the agrochemical industry, 4,5-Dimethyl-1,3-thiazol-2-amine is used as a precursor in the production of pesticides and other agrochemicals, contributing to the development of effective crop protection agents.
Used as a Corrosion Inhibitor in Industrial Processes:
4,5-Dimethyl-1,3-thiazol-2-amine serves as a corrosion inhibitor, protecting metal surfaces from degradation in various industrial applications, thus extending the lifespan of equipment and reducing maintenance costs.
Used as a Nucleophile in Organic Reactions:
4,5-DIMETHYL-1,3-THIAZOL-2-AMINE acts as a nucleophile in organic synthesis, facilitating reactions that lead to the formation of new chemical entities, which can be further utilized in the development of specialty chemicals and materials.

InChI:InChI:1S/C5H8N2S/c1-3-4(2)8-5(6)7-3/h1-2H3,(H2,6,7)

Upstream product

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• 78-93-3 butanone 
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• 64-17-5 ethanol 
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• 7210-76-6 ethyl-2-amino-4-methylthiazole-5-carboxylate 

Downstream Products

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• 26188-50-1 2,3-dimethyl-6-phenyl-imidazo[2,1-b]thiazole 
• 850851-36-4 4,5-dimethyl-2-nitro-thiazole 
• 59007-51-1 N-(4,5-dimethyl-thiazol-2-yl)-phthalimide 
• 74636-91-2 3-(4,5-dimethyl-thiazol-2-yl)-2-phenyl-3H-quinazolin-4-one 
• 25968-28-9 6-(4-bromo-phenyl)-2,3-dimethyl-imidazo[2,1-b]thiazole 
• 71312-10-2 (4,5-dimethyl-thiazol-2-yl)-(4-nitro-benzylidene)-amine 
• 50772-54-8 PCM-0102124 
• 101869-59-4 2,3-dimethyl-5,6-diphenylimidazo[2,1-b]thiazole 
• 2289-76-1 cyclohexyl-(4,5-dimethyl-thiazol-2-yl)-amine 
• 92580-52-4 2-acetoxy-N-(4,5-dimethyl-thiazol-2-yl)-2-phenyl-acetamide 
• 135718-52-4 6-(4-Chloro-3-nitro-phenyl)-2,3-dimethyl-imidazo[2,1-b]thiazole 
• 143951-27-3 2,3-dimethyl-6-(2,5-dimethoxyphenyl)imidazo<2,1-b>thiazole 
• 88854-60-8 C₂₀H₂₃N₅O₅S 

Relevant articles and documents

Synthesis of 6-membered-ring fused thiazine-dicarboxylates and thiazole-pyrimidines via one-pot three-component reactions

A facile and efficient one-pot three-component reaction method for the synthesis of thiazine-dicarboxylates is reported. Reaction of an isocyanide and dialkyl acetylenedicarboxylate with 2-amino-4H-1,3-thiazin-4-one derivatives containing both an acidic proton and an internal nucleophile gave the products in good yields of 76–85%. The reactivity of dialkyl acetylenedicarboxylates was further tested in the synthesis of thiazole-pyrimidines where a two-component reaction of 2-aminothiazole with dialkyl acetylenedicarboxylates was successfully converted to a more efficient three-component reaction of a thiourea, α-haloketone and dialkyl acetylenedicarboxylate (DMAD/DEtAD) to give thiazole-pyrimidines in good yields of 70–91%.

A kind of 3,4-dichloro-thiazole derivatives and process for their preparation and use

The invention provides 3,4-dichloro isothiazole derivatives, their preparation method and application. The invention relates to a heterocyclic compound containing 3,4-dichloro isothiazol, and the compound is represented by the following chemical structural general formula. The invention discloses the structural general formula of the compound, a synthetic method of the compound and applications of the compound as pesticide, bactericide, anti-plant virus agent, and plant activator, and a technology of mixing the compound with agriculturally acceptable auxiliary agents or synergists for preparing pesticide, bactericide, anti-plant virus agent, and plant activator. The invention further discloses the combined application of the compound and the commercial pesticide, bactericide, anti-plant virus agent, and plant activator in controlling diseases, insect pests, and virus diseases in agriculture, forestry and gardening, and a preparation method of the compound and the commercial pesticide, bactericide, anti-plant virus agent, and plant activator.

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The reaction of 2-aminothiazoles with ethyl acetoacetate in acetic or polyphosphoric acid gave a series of 5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one derivatives which were nitrated with a mixture of nitric and sulfuric acid to 6-nitro-5H-[1,3]thiazolo[3,2-a]

Convenient and simple synthesis of 2-aminothiazoles by the reaction of α-halo ketone carbonyls with ammonium thiocyanate in the presence of N-methylimidazole

Substituted 2-aminothiazole derivatives were obtained as a result of N-methylimidazole catalyzed cyclization of α-halo ketone carbonyls with ammonium thiocyanate in water-alcoholic media. The generality of the method has been demonstrated by screening a series of aromatic/heteroaromatic/aliphatic α-halo ketones, α-halo β-diketones, and α-halo β-ketoesters. The developed method is simple, mild, and general route for the preparation of diversely functionalized 2-aminothiazoles in good to moderate yields from readily available starting materials.

One pot synthesis using supported reagents system KSCN/SiO 2-RNH3OAc/Al2O3: Synthesis of 2-aminothiazoles and N-allylthioureas

A simple and efficient method has been developed for the synthesis of 2-aminothiazoles and N-allylthioureas from commercially available materials in one pot by using a supported reagents system, KSCN/SiO2-RNH 3OAc/Al2O3, in which α-halo ketone reacts first KSCN/SiO2 and the product, α-thiocyanatoketone, reacts with RNH3OAc/Al2O3 to give the final product, 2-aminothiazoles, in good yield and allyl bromide reacts with KSCN/SiO 2 and the product, allyl isothiocyanate, reacts with RNH 3OAc/Al2O3 to give N-allylthiourea.

SUBSTITUTED QUINAZOLINE DERIVATIVES AND THEIR USE AS INHIBITORS

The use of a compound of formula (I) 1 or a salt, ester or amide thereof; where X is O, or S, S(O) or S(O)2, or NR6 where R6 is hydrogen or C1-6 alkyl,; R5 is an optionally substituted 5-membered heteroaromatic ring, R1, R2 ,R3, R4 are independently selected from various specified moieties, in the preparation of a medicament for use in the inhibition of aurora 2 kinase. Certain compounds are novel and these, together with pharmaceutical compositions containing them are also described and claimed

One-pot synthesis of 2-aminothiazoles using supported reagents

A simple and efficient method has been developed for the synthesis of 2-aminothiazoles from α-bromo ketones in one-pot using a supported reagents system, KSCN/SiO2-RNH3OAc/Al2O3, in which α-bromo ketone reacts first with KSCN/SiO2 and the product, α-thiocyano ketone, reacts with RNH3OAc/Al2O3 to give the final product, 2-aminothiazole, in high yield.

N-(4-Substituted-thiazolyl)oxamic Acid Derivatives, a New Series of Potent, Orally Actve Antiallergy Agents

A series of N-(4-substituted-thiazolyl)oxamic acid derivatives were synthesized and tested for antiallergy activity in the rat PCA model.These compounds were conveniently prepared by treatment of the appropriate acetophenone with thiourea and iodine or by reaction of the chloroacetylbenzene with thiourea to give the corresponding aminothiazoles; subsequent condensation with ethyloxalyl chloride gave the thiazolyloxamates.Many of the analogues showed a 50percent inhibition at oxamic acid ethanolamine salt (61, PRH-836-EA), has been selected for further pharmacological evaluation.