31699-14-6

Basic information

• Product Name: 4-(4-Iodophenyl)thiazol-2-ylamine
• Synonyms: 4-(4-IODOPHENYL)-1,3-THIAZOL-2-YLAMINE;4-(4-IODO-PHENYL)-THIAZOL-2-YLAMINE;4-(4-Iodophenyl)-1,3-thiazol-2-amine;Zinc00349309;2-AMino-4-(4-iodophenyl)thiazole;4-(4-Iodophenyl)
• CAS NO: 31699-14-6
• Molecular Formula: C₉H₇IN₂S
• Molecular Weight: 302.13
• Mol File: 31699-14-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 171.0-172.8°C
• Boiling Point: 419.9 °C at 760 mmHg
• Flash Point: 207.8 °C
• Appearance: /
• Density: 1.867 g/cm³
• Vapor Pressure: 2.93E-07mmHg at 25°C
• Refractive Index: 1.728
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.99±0.10(Predicted)
• CAS DataBase Reference: 4-(4-Iodophenyl)thiazol-2-ylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Iodophenyl)thiazol-2-ylamine(31699-14-6)
• EPA Substance Registry System: 4-(4-Iodophenyl)thiazol-2-ylamine(31699-14-6)

Safety Data

• Hazardous Substances Data: 31699-14-6(Hazardous Substances Data)

Usage

General Description

4-(4-Iodophenyl)thiazol-2-ylamine is a chemical compound with molecular formula C10H8IN3S. It is a thiazole derivative with a substituted iodophenyl group. 4-(4-Iodophenyl)thiazol-2-ylamine has potential applications in various fields including pharmaceuticals, agrochemicals, and materials science. The chemical structure of 4-(4-Iodophenyl)thiazol-2-ylamine makes it a versatile building block for the synthesis of more complex molecules with potential biological activities. It may also be used as a research tool in drug discovery and development. Additionally, its unique properties make it a valuable intermediate in the production of specialty chemicals and advanced materials. Overall, 4-(4-Iodophenyl)thiazol-2-ylamine is a valuable and versatile chemical compound with potential applications in multiple industries.

InChI:InChI=1/C9H7IN2S/c10-7-3-1-6(2-4-7)8-5-13-9(11)12-8/h1-5H,(H2,11,12)

Upstream product

• 13329-40-3 4-Iodoacetophenone 
• 25309-64-2 4-ethyl-1-iodobenzene 
• 2351-50-0 4-iodostyrene 
• 17356-08-0 thiourea 
• 31827-94-8 2-bromo-1-(4-iodophenyl)ethanone 

Downstream Products

• 1449015-99-9 N-[4-(p-iodophenyl)-1,3-thiazol-2-yl]-2-(2,4-dioxo-1,3-thiazolidin-5-yl)acetamide 
• 1366000-41-0 2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrrolo[3,2-d]pyrimidin-5-yl)-N-[4-(4-iodo-phenyl)-thiazol-2-yl]-acetamide 

Relevant articles and documents

Novel synthesis of 2-Aminothiazoles via Fe(III)-Iodine-catalyzed Hantzsch-type condensation

A novel iron-iodine catalyzed one pot synthesis of 2-aminothiazoles from methyl aryl ketones and thiourea is demonstrated. This protocol can be considered as a catalyzed version of the classical Hantzsch aminothiazole synthesis as it enables the in situ generation of α-iodoketones in the reaction medium using catalytic amount of iodine leading to Hantzsch condensation with thiourea. The supply of iodine for multiple catalytic cycles is ensured by using catalytic amounts of iron as it enables iodide to iodine oxidation. The generality of this protocol is also well established in this manuscript by synthesizing a variety of 2-aminothiazoles from different ketones and thiourea.

Synthesis of 2-aminothiazoles from styrene derivatives mediated by 1,3-dibromo-5,5-dimethylhydrantoin (DBH)

An efficient procedure for the synthesis of 2-aminothiazoles via DBH-mediated oxidative cyclization of styrenes and thioureas is reported. Various alkenes were successfully transformed to the corresponding 2-aminothiazoles in yields of 10–81% via a two-step one-pot manner using DBH as both the bromine source and oxidant. The method can be readily carried out in gram-scale and successfully applied to the synthesis of anti-inflammatory drug fanetizole using styrene as starting material.

Novel 2-(2,4-dioxo-1,3-thiazolidin-5-yl)acetamides as antioxidant and/or anti-inflammatory compounds

A series of novel N-(4-aryl-1,3-thiazol-2-yl)-2-(2,4-dioxo-1,3-thiazolidin- 5-yl)acetamides (4a-k) and N-(1,3-benzothiazol-2-yl)-2-(2,4-dioxo-1,3- thiazolidin-5-yl)acetamide derivatives (4l-o) are synthesized and evaluated for their anti-inflammatory and antioxidant activity (DPPH radical scavenging, superoxide anion scavenging, lipid peroxide inhibition, erythrocyte hemolytic inhibition). Compounds 4k and 4l have exhibited good antioxidant activity in four assays, while compounds 4c, 4d , 4m, 4n and 4o have shown good DPPH radical scavenging efficacy. Compounds 4a, 4h , 4i, 4k, 4m and 4n have possessed excellent anti-inflammatory activity. N-[4-(o-methoxyphenyl)-1,3-thiazol-2-yl]- 2-(2,4-dioxo-1,3-thiazolidin-5-yl) acetamide (4k) and N-(6-nitro-/methoxy-1,3- benzothiazol-2-yl)-2-(2,4-dioxo-1,3-thiazolidin-5-yl)acetamide (4m and 4n) have exhibited both antioxidant and anti-inflammatory activities.