3599-61-9

Basic information

• Product Name: 2,4-dimethyl-6-phenyl-1,3,5-triazine
• Synonyms: 2,4-DIMETHYL-6-PHENYL-S-TRIAZINE
• CAS NO: 3599-61-9
• Molecular Formula: C₁₁H₁₁N₃
• Molecular Weight: 185.2251
• Mol File: 3599-61-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 384.9°C at 760 mmHg
• Flash Point: 181.1°C
• Density: 1.109g/cm³
• Vapor Pressure: 8.79E-06mmHg at 25°C
• Refractive Index: 1.569
• CAS DataBase Reference: 2,4-dimethyl-6-phenyl-1,3,5-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dimethyl-6-phenyl-1,3,5-triazine(3599-61-9)
• EPA Substance Registry System: 2,4-dimethyl-6-phenyl-1,3,5-triazine(3599-61-9)

Safety Data

• Hazardous Substances Data: 3599-61-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 8428, 1995 DOI: 10.1021/jo00131a023

Upstream product

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• 100-52-7 benzaldehyde 
• 86770-26-5 dimethyl-4,6 phenyl-2 tetrahydro-3,4,5,6 triazine-1,3,5 
• 55-21-0 benzamide 
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Downstream Products

• 47589-42-4 phenyl-di-trans-styryl-[1,3,5]triazine 

Relevant articles and documents

One-step synthesis of 2-amino-5h-pyrimido[5,4-b]indoles, substituted 2-(1,3,5-triazin-2-yl)-1h-indoles, and 1,3,5-triazines from aldehydes

An efficient one-step synthesis of 2-amino-5H-pyrimido[5,4-b]indoles through a copper-catalyzed cascade reaction between 3-haloindole-2-carbaldehydes and guanidine hydrochloride is described. In contrast, the base-mediated reactions of either 3-haloindole-2-carbaldehydes or substituted indole-2-carbaldehydes with substituted amidine hydrochlorides in DMSO result in the formation of 2-(1,3,5-triazin-2-yl)-1H-indole derivatives in one step in excellent yields. Studies toward exploring the utility of the method demonstrate that even substituted benzaldehydes undergo a similar reaction to efficiently yield 2,4,6-trisubstituted 1,3,5-triazines. A plausible mechanism for the formation of substituted 1,3,5-triazines identifies the role of DMSO as an oxidant during the reaction. The synthesis of 2-amino-5H-pyrimido[5,4-b]indoles from 3-haloindole-2-carbaldehyde and guanidine hydrochloride is described. In contrast, 3-haloindole-2-carbaldehydes or indole-2-carbaldehydes react with substituted amidine hydrochlorides to give 2-(1,3,5-triazin-2-yl)-1H-indole derivatives in excellent yields. The latter protocol was used to prepare 2,4,6-trisubstituted 1,3,5-triazines.

A convenient synthetic method for trisubstituted s-triazines

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Amidrazones. VII (1a). Formation of s-Triazines by Thermolysis of N1-Benzyl-Substituted Amidrazone Ylides

The preparation of ylides of the general structure RC(=NR')N-N+(CH3)2CH2Ar (14) is described.Thermolysis of 14a (R = CH3, R' = H, Ar = C6H5) gave dimethylamine and 2,4-dimethyl-6-phenyl-s-triazine.Thermolysis of ylides 14b (R = C6H5; R' = CH3, Ar = C6H5) and 14c (R = C6H5, R' = CH3, Ar = p-tolyl) gave dimethylamine, ArCH=NCH3 and 1-methyl-2-Ar-4,6-diphenyl-1,2-dihydro-s-triazines (19a,b).Triazines 19a and 19b were also prepared by condensation of N-methylbenzamidine with benzaldehyde and p-tolualdehyde, respectively.Thermolysis of 14d (R = C6H5, R' = CH2C6H5, Ar = C6H5) gave 1-benzyl-2,4,6-triphenyl-1,2-dihydro-s-triazine (19c) and N-benzylidenebenzylamine.Mechanistic aspects of these reactions are discussed.