90916-46-4

Usage

Uses

Used in Pharmaceutical Industry:
(4-METHYL-THIAZOL-2-YL)-PHENYL-AMINE is used as a chemical building block for the synthesis of various drugs and compounds. Its structure, which includes a thiazole ring and a phenyl-amine group, contributes to its potential role in creating new pharmaceutical agents.
Used in Organic Synthesis:
In the field of organic synthesis, (4-METHYL-THIAZOL-2-YL)-PHENYL-AMINE is used as a starting material for the development of new materials and bioactive molecules. The presence of the thiazole and amine groups in its molecular structure suggests that it may lead to the creation of compounds with interesting biological activities and pharmacological properties.
Used in Drug Discovery and Development:
(4-METHYL-THIAZOL-2-YL)-PHENYL-AMINE is utilized as an important starting material in drug discovery and development processes. Its unique chemical structure may exhibit properties that are valuable in the creation of novel therapeutic agents, warranting further investigation into its potential applications and effects.

InChI:InChI=1/C10H10N2S/c1-8-7-13-10(11-8)12-9-5-3-2-4-6-9/h2-7H,1H3,(H,11,12)

Upstream product

• 78-95-5 chloroacetone 
• 103-85-5 monophenylthiourea 
• 3029-48-9 thiocyanoacetone 
• 142-04-1 aniline hydrochloride 
• 62-53-3 aniline 
• 7647-01-0 hydrogenchloride 
• 101444-33-1 N-(4-methyl-3-phenyl-3H-thiazol-2-ylidene)-benzamide 
• 95611-54-4 2-imino-4-methyl-3-phenyl-2,3-dihydrothiazole 
• 32497-10-2 4-methyl-2(3H)-thiazolone 
• 111558-95-3 <2-Hydroxy-2-(4-methyl-2-phenylamino-5-thiazolyl)ethyl>phosphonsaeure-diethylester 

Downstream Products

• 95611-49-7 4-Methyl-2-phenylamino-thiazole-5-carbothioic acid diethylamide 
• 95611-52-2 1,1-Diethyl-3-[4-methyl-3-phenyl-3H-thiazol-(2E)-ylidene]-thiourea 
• 95611-41-9 4-Methyl-2-[(Z)-phenylimino]-thiazole-3-carbothioic acid diethylamide 
• 75373-92-1 1,1-dimethyl-3-(3,4-dimethyl-2(3H)-thiazolylidene)thiourea 
• 95611-46-4 4-Methyl-2-phenylamino-thiazole-5-carbothioic acid dimethylamide 
• 95611-50-0 1,1-dimethyl-3-(4-methyl-3-phenyl-2(3H)-thiazolylidene)thiourea 
• 95611-38-4 4-Methyl-2-[(Z)-phenylimino]-thiazole-3-carbothioic acid dimethylamide 
• 110960-23-1 4-methyl-2-(N-phenyl)trifluoroacetamidothiazole 
• 110960-22-0 4-methyl-2-phenylimino-3-trifluoroacetyl-2,3-dihydrothiazole 
• 95611-51-1 1,1-Dimethyl-3-[4-methyl-3-phenyl-3H-thiazol-(2E)-ylidene]-urea 
• 98946-86-2 (5-bromo-4-methyl-thiazol-2-yl)-phenyl-amine 
• 100381-71-3 (4-methyl-3-propionyl-3H-thiazol-2-ylidene)-phenyl-amine 
• 100381-68-8 N-(4-methyl-thiazol-2-yl)-N-phenyl-propionamide 
• 58905-54-7 N-(4-methyl-thiazol-2-yl)-N-phenyl-acetamide 

Relevant academic research and scientific papers

Kinetics of reaction of chloroacetone with thioureas

The second order rate constants for the reactions of chloroacetone with thiourea, phenylthiourea and p-substituted phenylthioureas have been evaluated in ethanol medium. The rate of reaction is first order with respect to chloroacetone and first order with respect to thioureas. The effect of substituents on the rate of reaction is also studied. Thermodynamic parameters are used to explain the nature of reaction. Possible mechanism for the reaction is suggested.

Expedient synthesis of N-substituted 2-aminothiazoles

The reaction of α-halo ketones 1 with potassium thiocyanate and amines 3 offers the advantage of an efficient one-pot synthesis of the title compounds 4 from readily available starting materials.

Dialkyl(2,3-Epoxy-4-oxoalkyl)phosphonates as Synthons for Thiazoles

On reaction with thioureas and thioamides, the dialkyl (2,3-epoxy-4-oxoalkyl)phosphonates 6 can be transformed either into the new phosphonates 12 - 16, or to the (thiazolylvinyl)phosphonates 17 - 21.Cleavage of both system

The Hantzsch Thiazole Synthesis under Acidic Conditions: Change of Regioselectivity

The condensation of α-halogeno ketones with N-monosubstituted thioureas in neutral solvent leads exclusively to 2-(N-substituted amino)thiazoles.In the present work it was shown that under acidic conditions mixtures of 2-(N-substituted amino)thiazoles and 3-substituted 2-imino-2,3-dihydrothiazoles are formed. (The isomers were distinguished by characteristic differences between their 5-H 1H n.m.r. signals and the i.r.CO bands of their trifluoroacetate derivatives.) The proportions of the 2-imino-2,3-dihydrothiazoles in the mixtures are influenced by experimental features and by the structures of the starting materials.Reactions in 10 M-HCl-EtOH (1:2) at 80 deg C for 20 min were found to be the most efficient for generating 2-imino-2,3-dihydrothiazoles; in the most favourable case 2-imino-3,4-dimethyl-2,3-dihydrothiazole was obtained in 73 percent yield.A possible explanation of the results is discussed.