1,4,5,6-TETRAHYDROPYRIMIDINE

Base Information

• Chemical Name: 1,4,5,6-TETRAHYDROPYRIMIDINE
• CAS No.: 1606-49-1
• Molecular Formula: C4H8N2
• Molecular Weight: 84.1209
• Hs Code.: 2933599090
• Mol file: 1606-49-1.mol

Synonyms:1,4,5,6-Tetrahydropyrimidine;NSC 72087;

Chemical Property of 1,4,5,6-TETRAHYDROPYRIMIDINE

Chemical Property:

• Appearance/Colour: Viscous colorless liquid
• Vapor Pressure: 0.00785mmHg at 25°C
• Melting Point: 88-89 °C
• Refractive Index: n20/D 1.5194(lit.)
• Boiling Point: 268.1 °C at 760 mmHg
• PKA: 12.21±0.20(Predicted)
• Flash Point: 115.9 °C
• PSA: 24.39000
• Density: 1.08 g/cm³
• LogP: -0.22760

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4,5,6-Tetrahydropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• General Description: 1,4,5,6-Tetrahydropyrimidine is a heterocyclic compound that serves as a core structure for synthesizing 2-substituted derivatives, which are of interest in pharmaceutical and industrial applications. 1,4,5,6-TETRAHYDROPYRIMIDINE can be efficiently synthesized via an eco-friendly method using aqueous medium and ultrasonic irradiation, with N-bromosuccinimide (NBS) as a catalyst, offering advantages such as reduced reaction times, high yields, and minimal environmental impact. This green chemistry approach avoids toxic solvents and harsh conditions, making it a sustainable alternative for producing tetrahydropyrimidine derivatives.

Technology Process of 1,4,5,6-TETRAHYDROPYRIMIDINE

There total 15 articles about 1,4,5,6-TETRAHYDROPYRIMIDINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

→ 1,4,5,6-tetrahydropyrimidine (1606-49-1)

Guidance literature:

With palladium on activated charcoal; hydrogen; acetic acid; at 20 ℃; for 15h; under 760.051 Torr;

Reference yield: 90.0%

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + Trimethylenediamine (109-76-2,54018-94-9) → 1,4,5,6-tetrahydropyrimidine (1606-49-1)

Guidance literature:

at 90 - 110 ℃; for 0.5h;

DOI:10.3987/com-96-7511

Reference yield: 89.0%

1-(3-nitrobenzenesulfonyl)-3,4-dimethylimidazolinium iodide + Trimethylenediamine (109-76-2,54018-94-9) → 1,4,5,6-tetrahydropyrimidine (1606-49-1)

Guidance literature:

In acetonitrile; for 1h; Heating;

DOI:10.3987/COM-05-10528

upstream raw materials:

PYRIMIDINE

1,3,5-Triazine

Trimethylenediamine

2,5-dichloropyrimidine

Downstream raw materials:

N-1-[1-(2,6-diisopropylphenylimino)ethyl]-4,5,6-trihydropyrimidine

1-(3-Phenyl-3-cyclohexyl-3-hydroxy)propyl-1,4,5,6-tetrahydropyrimidine hydrochloride

2-Chloro-5-[(5,6-dihydro-1(4H)-pyrimidinyl)methyl]-N-(tricyclo[3.3.1.13.7]dec-1-ylmethyl)-benzamide

5-(1,4,5,6-tetrahydropyrimidin-1-yl)-3-methyl-2-nitro aniline

Refernces

Ecofriendly synthesis of tetrahydropyrimidine derivatives in aqueous medium under ultrasonic irradiation

10.1080/00397911.2011.582218

The study presents a novel, efficient, and environmentally friendly method for synthesizing 2-substituted 1,4,5,6-tetrahydropyrimidine derivatives using N-bromosuccinimide (NBS) as a catalyst under ultrasonic irradiation in an aqueous medium. The researchers from Sri Venkateswara University, Tirupati, India, aimed to develop a green chemistry protocol that avoids toxic organic solvents and harsh reaction conditions. The synthesis involves reacting various aldehydes with 1,3-diaminopropane in the presence of NBS. The aldehydes, which can be aromatic or heterocyclic, serve as the substituents on the tetrahydropyrimidine ring, while 1,3-diaminopropane acts as the core structure for ring formation. The use of water as a solvent and ultrasonic irradiation significantly reduces reaction times and enhances yields, with the products obtained in 14–25 minutes compared to conventional methods that require several hours. The compounds synthesized were characterized by infrared spectroscopy, NMR, liquid chromatography–mass spectrometry, and elemental analyses, confirming their structures and purity. This method offers several advantages, including good yields, short reaction times, and an eco-friendly process, making it a promising approach for the synthesis of tetrahydropyrimidine derivatives with potential applications in pharmaceuticals and other industries.