The Synthetic Routes of 1,3,5-Triazine-2,4-diamine, 6-(2,5-dichlorophenyl)-, (2Z)-2-butenedioate (1:1)

The synthesis of novel compounds is an important aspect of the chemical industry.
One such compound that has garnered attention in recent years is 1,3,5-triazine-2,4-diamine, 6-(2,5-dichlorophenyl)-, (2Z)-2-butenedioate, commonly referred to as CDT.
This compound is used in various industrial applications and has unique chemical properties that make it highly desirable.

CDT can be synthesized through several routes, each with its own advantages and disadvantages.
In this article, we will discuss the various synthetic routes for CDT, their efficiencies, and the challenges associated with each route.

Route 1: Hydrogenation of N-Bromo-1,3,5-Triazine-2,4-diamine

One of the most commonly used methods for synthesizing CDT is through the hydrogenation of N-bromo-1,3,5-triazine-2,4-diamine.
This route involves the conversion of N-bromo-1,3,5-triazine-2,4-diamine to CDT through the addition of hydrogen gas and a catalyst.
The reaction typically takes place in the presence of a solvent such as ethanol or dichloromethane, and the reaction is typically carried out at temperatures ranging from 20 to 50 degrees Celsius.

The advantages of this route include the ease of synthesis and the low cost of the starting material, N-bromo-1,3,5-triazine-2,4-diamine.
However, the reaction is often slow and requires careful control of the reaction conditions to ensure maximum yield.
Additionally, the use of hydrogen gas as a reagent can be expensive and may pose safety risks.

Route 2: Reduction of 1,3,5-Triazine-2,4-diamine, 6-Chloro-2-oxo-1,2-dihydro-2H-1,3,5-benzoxazine-3-one

Another method for synthesizing CDT involves the reduction of 1,3,5-triazine-2,4-diamine, 6-chloro-2-oxo-1,2-dihydro-2H-1,3,5-benzoxazine-3-one.
This route involves the reduction of the starting material with a reducing agent such as lithium aluminum hydride (LiAlH4) in an inert solvent such as tetrahydrofuran.
The reaction typically occurs at room temperature and is followed by the addition of a base such as sodium hydroxide to neutralize the remaining LiAlH4.

The advantages of this route include the ease of synthesis and the high yield of the product.
However, the use of reducing agents such as LiAlH4 can be hazardous, and the reaction often requires careful handling and monitoring.
Additionally, the reaction may produce unwanted side products, which can impact the overall yield of CDT.

Route 3: Reduction of N-Bromosuccinimide Intermediate with Reducing Agents

Another route to CDT involves the reduction of N-bromosuccinimide intermediate with reducing agents.
The reaction typically occurs in the presence of a solvent such as acetonitrile and a reducing agent such as sodium borohydride or lithium aluminum hydride.
The reaction is typically carried out at temperatures ranging from 0 to 20 degrees Celsius and may require the use of a base such as sodium hydroxide to neutralize the reaction.

The advantages of this route include the high yield of the product and the ease of synthesis.
However, the use of reducing agents such as sodium borohydride or lithium aluminum hydride can be hazardous, and the reaction often requires careful handling and monitoring.