2-Amino-6-methyl-4-pyrimidinol

Base Information

• Chemical Name: 2-Amino-6-methyl-4-pyrimidinol
• CAS No.: 3977-29-5
• Molecular Formula: C5H7N3O
• Molecular Weight: 125.13
• Hs Code.: 29335990
• Mol file: 3977-29-5.mol

Synonyms:4(1H)-Pyrimidinone,2-amino-6-methyl- (8CI,9CI);4-Pyrimidinol, 2-amino-6-methyl- (6CI,7CI);2-Amino-4-methyl-6-hydroxypyrimidine;2-Amino-4-oxo-6-methylpyrimidine;2-Amino-6-hydroxy-4-methylpyrimidine;2-Amino-6-methyl-4(1H)-pyrimidinone;2-Amino-6-methyl-4-oxopyrimidine;2-Amino-6-methyl-4-pyrimidinol;2-Amino-6-methyl-4-pyrimidinone;2-Amino-6-methylpyrimidin-4(3H)-one;2-Amino-6-methylpyrimidin-4-ol;4-Hydroxy-6-methyl-2-pyrimidinamine;4-Methylisocytosine;6-Methylisocytosine;Mecytosine;NSC 13145;NSC 23662;NSC41833;NSC 7893;Superacil;Superacyl;

Chemical Property of 2-Amino-6-methyl-4-pyrimidinol

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0.0183mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.651
• Boiling Point: 253.4 °C at 760 mmHg
• PKA: 10.03±0.50(Predicted)
• Flash Point: 107.1 °C
• PSA: 72.03000
• Density: 1.44 g/cm³
• LogP: 0.65400
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-6-methylpyrimidin-4(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Composition and Structure: 2-Amino-4-hydroxy-6-methylpyrimidine is a pyrimidone compound. It consists of an amino group, a hydroxy group, a methyl group, and a pyrimidine ring in its chemical structure.
• Uses: Self-healing Polymers:; 2-Amino-4-hydroxy-6-methylpyrimidine is utilized in the synthesis of self-healing polymers, such as waterborne polyurethane, through host-guest interactions and multiple hydrogen bonds. These polymers exhibit self-healing capabilities under certain conditions, making them suitable for applications where material recovery is desired.^[1]; ; Crystal Structure Studies:; 2-Amino-4-hydroxy-6-methylpyrimidine is used in crystal structure studies, where its interactions with other molecules are investigated through techniques like single crystal X-ray diffraction. These studies provide insights into its molecular arrangement and behavior in different environments.^[2]
• Production Methods: It is synthesized through reactions involving hexamethylene diisocyanate and 2-amino-4-hydroxy-6-methylpyrimidine under specific conditions.
• References: [1] Self-healing supramolecular waterborne polyurethane based on host–guest interactions and multiple hydrogen bonds; DOI 10.1002/mame.202200500; [2] Growth, crystal structure, Hirshfeld surface, spectroscopy studies and DFT calculations of an organic cocrystal of 2-amino-4-hydroxy-6-methylpyrimidine (AHMP) and 2,4-dimethylbenzoic acid (DMBA); DOI 10.1016/j.molstruc.2023.135975

Technology Process of 2-Amino-6-methyl-4-pyrimidinol

There total 26 articles about 2-Amino-6-methyl-4-pyrimidinol 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: 85.0%

guanidine hydrochloride (50-01-1) + ethyl acetoacetate (141-97-9) → 2-amino-6-methyl-3H-pyrimidin-4-one (3977-29-5)

Guidance literature:

With potassium carbonate; In neat (no solvent); at 140 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1039/c4ra00249k

Reference yield: 76.0%

guanidine hydrochloride (50-01-1) + ethyl acetoacetate (141-97-9) → 2-amino-6-methylpyrimidin-4-ol (3977-29-5)

Guidance literature:

With sodium carbonate; In water; at 60 ℃; for 0.5h; Reagent/catalyst; Sonication;

DOI:10.1080/00397911.2019.1705349

Reference yield: 75.0%

2,2-dimethyl-N-(4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-propionamide → 2-amino-6-methyl-3H-pyrimidin-4-one (3977-29-5)

Guidance literature:

With ferric nitrate; In methanol; at 20 ℃;

DOI:10.1016/j.tetlet.2004.05.123

upstream raw materials:

4-methyleneoxetan-2-one

guanidine hydrochloride

2-amino-6-methyl-4-chloropyrimidine

3-acetoxy-crotonic acid ethyl ester

Downstream raw materials:

2-amino-4-methyl-6-oxo-1,6-dihydro-pyrimidine-5-carbaldehyde

2-Acetamido-6-methylpyrimidin-4-on

N-(4-chloro-phenyl)-N'-(4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-urea

5-methyl-2-(4-nitro-phenyl)-8H-imidazo[1,2-a]pyrimidin-7-one

Refernces

• 1、 Abdel-Mohsen, Heba T.,Abood, Amira,El Diwani, Hoda I.,Flanagan, Keith J.,Meindl, Alina,Senge, Mathias O.. "Synthesis, crystal structure, and ADME prediction studies of novel imidazopyrimidines as antibacterial and cytotoxic agents". . . Retrieved 2020.
• 2、 Bavetsias,Henderson,McDonald. "2-Pivalamido-3H-pyrimidin-4-one derivatives: Convenient pivalamide hydrolysis using Fe(NO3)3 in MeOH". . p. 5643 - 5644. Retrieved 2004.
• 3、 Bayramo?lu, Duygu,Kurtay, Gülbin,Güllü, Mustafa. "Ultrasound-assisted rapid synthesis of 2-aminopyrimidine and barbituric acid derivatives". . p. 649 - 658. Retrieved 2020/02/11.