41593-98-0

Basic information

• Product Name: N-benzyl-1,3-thiazol-2-amine
• CAS NO: 41593-98-0
• Molecular Formula: C₁₀H₁₀N₂S
• Molecular Weight: 190.2648
• Mol File: 41593-98-0.mol

Chemical Properties

• Boiling Point: 330.1°C at 760 mmHg
• Flash Point: 153.4°C
• Density: 1.249g/cm³
• Vapor Pressure: 0.00017mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: N-benzyl-1,3-thiazol-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-1,3-thiazol-2-amine(41593-98-0)
• EPA Substance Registry System: N-benzyl-1,3-thiazol-2-amine(41593-98-0)

Safety Data

• Hazardous Substances Data: 41593-98-0(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
N-benzyl-1,3-thiazol-2-amine is utilized as a building block or intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and functional groups make it a valuable component in the development of new drugs with potential therapeutic applications.
Used in Pharmaceutical Research:
In the pharmaceutical industry, N-benzyl-1,3-thiazol-2-amine serves as a key molecule in the exploration of novel drug candidates. Its presence in the molecular structure can influence the pharmacological properties, such as potency, selectivity, and bioavailability, of the resulting drug molecules.
Used in Drug Design and Optimization:
N-benzyl-1,3-thiazol-2-amine is employed as a structural element in the design and optimization of drug molecules. Its incorporation can lead to the discovery of new chemical entities with improved therapeutic profiles, including enhanced efficacy, reduced side effects, and better pharmacokinetic properties.
Used in Chemical Synthesis:
N-benzyl-1,3-thiazol-2-amine is used as a reagent or precursor in various chemical synthesis processes. Its reactive functional groups and aromatic nature make it suitable for a wide range of chemical reactions, contributing to the synthesis of complex organic molecules and materials.
Used in Biochemical Studies:
In biochemical research, N-benzyl-1,3-thiazol-2-amine may be employed as a probe or tool to investigate biological processes and interactions. Its structural features can be exploited to study enzyme activities, receptor binding, and other biological phenomena, providing insights into the molecular mechanisms underlying various diseases and conditions.
Overall, N-benzyl-1,3-thiazol-2-amine is a versatile chemical compound with potential applications across multiple industries, particularly in the development of new pharmaceuticals and the advancement of chemical synthesis techniques. Its unique properties and reactivity make it a valuable asset in the ongoing pursuit of innovative solutions to various health and scientific challenges.

Upstream product

• 13053-82-2 N-(1,3-thiazol-2-yl)benzamide 
• 623-46-1 1,2-dichloro-2-ethoxyethane 
• 621-83-0 N-benzylthiourea 
• 97-97-2 chloroacetaldehyde dimethyl acetal 
• 13243-76-0 benzylidene-1,3-thiazol-2-yl-amine 
• 17157-48-1 bromoacetaldehyde 
• 76384-86-6 iodo-1 thiocyanato-2 ethylene 
• 100-46-9 benzylamine 
• 96-50-4 2-thiazolylamine 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 100-52-7 benzaldehyde 
• 3034-52-4 2-chlorothiazole 
• 100-51-6 benzyl alcohol 
• 98-88-4 benzoyl chloride 

Downstream Products

• 101117-32-2 N-benzyl-N',N'-dimethyl-N-thiazol-2-yl-ethylenediamine 
• 50979-36-7 8-benzyl-5,7-dioxo-5,6,7,8-tetrahydro-thiazolo[3,2-a]pyrimidinylium betaine 
• 50979-41-4 8-benzyl-6-methyl-5,7-dioxo-5,6,7,8-tetrahydro-thiazolo[3,2-a]pyrimidinylium betaine 
• 39386-58-8 1-benzyl-2-oxo-4-thioxo-1,2,3,4-tetrahydro-thiazolo[3,2-a][1,3,5]triazinylium betaine 
• 41594-04-1 2-benzylimino-thiazole-3-carbothioic acid ethylcarbamoyl-amide 
• 39386-60-2 1-benzyl-2,4-dioxo-1,2,3,4-tetrahydro-thiazolo[3,2-a][1,3,5]triazinylium betaine 
• 63615-94-1 benzyl-(5-bromo-thiazol-2-yl)-amine 
• 13243-76-0 benzylidene-1,3-thiazol-2-yl-amine 
• 91265-84-8 anhydro-(6-ethyl-7-oxo-8-benzyl-5-hydroxythiazole[3,2-a]pyrimidinium hydroxide) 
• 41594-02-9 1-benzyl-5-ethyl-1-thiazol-2-yl-biuret 
• 41594-05-2 2-benzylimino-thiazole-3-carbothioic acid amide 
• 63615-99-6 benzyl-((3ar,7at)-3a,5,6,7a-tetrahydro-[1,4]dioxino[2,3-d]thiazol-2-yl)-amine 

Relevant articles and documents

Reductive Amination Revisited: Reduction of Aldimines with Trichlorosilane Catalyzed by Dimethylformamide─Functional Group Tolerance, Scope, and Limitations

Aldimines, generated in situ from aliphatic, aromatic, and heteroaromatic aldehydes and aliphatic, aromatic, and heteroaromatic primary or secondary amines, can be reduced with trichlorosilane in the presence of dimethylformamide (DMF) as an organocatalys

Design, synthesis and biological evaluation of new 1,3-thiazole derivatives as potential anti-inflammatory agents

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Sulfated polyborate: A dual catalyst for the reductive amination of aldehydes and ketones by NaBH4

An efficient, quick, and environment-friendly one-pot reductive amination of aldehydes or ketones was developed. In ethanol at 70 °C, a imination catalyzed by sulfated polyborate and further reduced by sodium borohydride yields various amines. The present method has many significant benefits, including a shorter reaction time, excellent yields, and a hassle-free, straightforward experimental process. The reaction has a wide range of applications due to its flexibility, including secondary amine for reductive amination.

Copper-catalyzed one-pot coupling reactions of aldehydes (ketones), tosylhydrazide and 2-amino(benzo)thiazoles: An efficient strategy for the synthesis of N-alkylated (benzo)thiazoles

An efficient and practical C–N bond formation methodology for the synthesis of N-alkylated (benzo)thiazoles was developed, via the copper-catalyzed one-pot two-step reactions of 2-amino(benzo)thiazoles and aldehydes (ketones) with tosylhydrazide. This cross-coupling reaction proceeded smoothly and tolerated a broad range of functional groups (46 examples). A variety of functionalized N-alkylated (benzo)thiazoles were obtained in moderate to high yields. Notably, gram-scale synthesis of fanetizole (anti-inflammatory drug) was also realized through this protocol.

Pd-PEPPSI-IPentAn Promoted Deactivated Amination of Aryl Chlorides with Amines under Aerobic Conditions

We report herein a highly efficient Pd-catalyzed amination by "bulky-yet-flexible" Pd-PEPPSI-IPentAn complexes. The relationship between the N-heterocyclic carbenes (NHCs) structure and catalytic properties was discussed. Sterically hindered (hetero)aryl chlorides and a variety of aliphatic and aromatic amines can be applied in this cross-coupling, which smoothly proceeded to provide desired products. The operationally simple protocol highlights the rapid access to CAr-N bond formation under mild conditions without the exclusion of air and moisture.

Ligand-free Iron(II)-Catalyzed N-Alkylation of Hindered Secondary Arylamines with Non-activated Secondary and Primary Alcohols via a Carbocationic Pathway

Secondary benzylic alcohols represent a challenging class of substrates for N-alkylation of amines. Herein, we describe an iron(II)-catalyzed eco-friendly protocol for N-alkylation of secondary arylamines with secondary benzyl alcohols through a carbocationic pathway instead of the known borrowing hydrogen transfer (BHT) approach. Transiently generated carbocations, produced from alcohols via self-condensation, were coupled with arylamines to provide highly functionalized amine products. The scope of this methodology involves N-alkylation of primary, secondary and heterocyclic amines with primary/secondary benzylic, allylic and heterocyclic alcohols, which are common key structures in numerous pharmaceuticals drugs. The method can also be easily adopted for the amination of various natural products. (Figure presented.).

Direct Reductive Amination of Aldehydes via Environmentally Benign Bentonite-Gold Nanohybrid Catalysis

An efficient, green and reliable method for the direct reductive amination of aldehydes was developed using an environmentally benign bentonite-gold nanohybrid catalyst. Use of this heterogeneous catalyst affords a variety of secondary amines in excellent yield under ambient reaction conditions in the presence of phenyldimethylsilane as mild hydride donor. The catalyst is recyclable, selective and is well applicable for the gram-scale preparation of secondary amines. (Figure presented.).

Synthesis of tertiary arylamines: Lewis acid-catalyzed direct reductive: N -alkylation of secondary amines with ketones through an alternative pathway

We report herein a highly efficient, tin(ii)/PMHS catalyzed reductive N-alkylation of arylamines with ketones affording tertiary arylamines. A very wide substrate scope was observed for the current catalytic method as all six permutations of ketones/aldehydes/heterocyclic carbonyls and primary/secondary/heterocyclic amines were well tolerated, enabling access to secondary, tertiary and heterocyclic amines. The method is also convenient for the synthesis of N-substituted isoindolinones and phthalazinones via a tandem amination-amidation sequence. Mechanistic investigations revealed a carbocationic pathway instead of an ordinary direct reductive amination pathway.

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