1886-34-6

Basic information

• Product Name: 4-AMino-5-(forMaMidoMethyl)-2-MethylpyriMidine
• Synonyms: 4-AMino-5-(forMaMidoMethyl)-2-MethylpyriMidine;2-Methyl-4-amino-5-(formylaminomethyl)pyrimidine
• CAS NO: 1886-34-6
• Molecular Formula: C₇H₁₀N₄O
• Molecular Weight: 166.1805
• Product Categories: Amines, Aromatics, Heterocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds
• Mol File: 1886-34-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 227-228 °C
• Boiling Point: 452°C at 760 mmHg
• Flash Point: 227.2°C
• Appearance: /
• Density: 1.245g/cm³
• Vapor Pressure: 2.32E-08mmHg at 25°C
• Refractive Index: 1.586
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Very Slightly, Sonicated)
• PKA: 14.77±0.23(Predicted)
• Stability: Air Sensitive, Light Sensitive
• CAS DataBase Reference: 4-AMino-5-(forMaMidoMethyl)-2-MethylpyriMidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMino-5-(forMaMidoMethyl)-2-MethylpyriMidine(1886-34-6)
• EPA Substance Registry System: 4-AMino-5-(forMaMidoMethyl)-2-MethylpyriMidine(1886-34-6)

Safety Data

• Hazardous Substances Data: 1886-34-6(Hazardous Substances Data)

Usage

Uses

4-Amino-5-(formamidomethyl)-2-methylpyrimidine is a metabolite of thiamine (T344185), a essential nutrient required for carbohydrate metabolism; also involved in nerve function.

InChI:InChI=1/C7H10N4O/c1-5-10-3-6(2-9-4-12)7(8)11-5/h3-4H,2H2,1H3,(H,9,12)(H2,8,10,11)

Upstream product

• 64-18-6 formic acid 
• 95-02-3 5-(aminomethyl)-2-methylpyrimidin-4-amine 
• 77287-34-4 formamide 
• 109-94-4 formic acid ethyl ester 
• 698-29-3 2-methyl-4-amino-5-cyanopyrimidine 
• 31375-19-6 3,4-Dihydro-7-methylpyrimido<4,5-d>pyrimidine 
• 119206-80-3 α-phenyl-aminomethylene-β-formylaminopropionitrile 
• 143-37-3 acetamidine 
• 31375-20-9 4-Amino-2-methyl-5-thioformamidomethylpyrimidin 
• 7732-18-5 water 
• 75-05-8 acetonitrile 
• 106030-08-4 α-formyl-β-formylaminopropionitrile sodium salt 
• 124-42-5 acetamidine hydrochloride 
• 175140-75-7 (4,6-dichloro-2-methyl-pyrimidin-5-yl)-acetic acid ethyl ester 

Downstream Products

• 31375-20-9 4-Amino-2-methyl-5-thioformamidomethylpyrimidin 
• 70732-86-4 thiamine hydrochloride 
• 95-02-3 5-(aminomethyl)-2-methylpyrimidin-4-amine 
• 141-53-7 sodium formate 
• 109653-94-3 3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-phenyl-thiazolium; chloride-hydrochloride 
• 7275-24-3 3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-chloro-ethyl)-4-methyl-thiazolium; chloride-hydrochloride 
• 67-03-8 Thiamine hydrochloride 

Relevant articles and documents

Synthesis method of formyl pyrimidine

The invention discloses a synthesis method of formyl pyrimidine, which comprises the following steps: (1) by using formamide and acrylonitrile as raw materials, carrying out Michael addition reactionunder the action of a catalyst A and post-treatment to obtain 3-formamide propionitrile; (2) by taking 3-formamido propionitrile and paraformaldehyde as raw materials, carrying out condensation reaction in the presence of a catalyst B and a benzene solvent, and carrying out post-treatment to obtain N-(2-cyanovinyl)-formamide; and (3) with N-(2-cyanovinyl)-formamide and free acetamidine as raw materials, carrying out a condensation reaction in a low-grade fatty alcohol solvent, then heating, carrying out oxidative aromatization under the action of a catalyst C, and finally, carrying out post-treatment to obtain formyl pyrimidine. The synthesis method disclosed by the invention has the advantages that the route is green, safe and environment-friendly; and an activating group and a leaving group are not adopted, so that the atom economy of the reaction is high.

Method for synthesizing 2-methyl-4-amino-5-formamide methyl pyrimidine

The invention discloses a method for synthesizing 2-methyl-4-amino-5-formamide methyl pyrimidine. The method comprises the following steps: conveying an organic ester solvent solution with beta-aminopropionitrile and an organic alcohol solution with sodium alcoholate into a pipeline reactor, performing a continuous reaction, discharging the materials, performing cooling, performing neutralizationto neutral, performing vacuum recycling on a solvent, continuously adding methylbenzene, and performing water washing so as to obtain a methylbenzene solution of 2-formyl-3-formyl amino-propionitrile;adding acetamidine hydrochloride into the organic alcohol solution with sodium alcoholate, performing filtration after addition, collecting filtrate, performing heating, putting the methylbenzene solution of 2-formyl-3-formyl amino-propionitrile; and adding acetamidine hydrochloride into the filtrate, under a vacuum condition, evaporating out the solvent and adding an alcohol of a corresponding volume at the same time, stopping the reaction when a solution of a volume equal to that of the organic alcohol solution with the sodium alcoholate is evaporated out, performing neutralization to neutral, performing vacuum crystallization, performing filtering, and performing drying, so as to obtain the compound. The method is simple, gentle in reaction condition, low in reaction equipment requirement, low in cost and high in yield.

Novel synthesis of substituted 4-amino-pyrimidines

The present invention is directed to a process for the manufacture of compounds of formula IV wherein R1 is an amino protecting group, and R2 is hydrogen or C1-10 alkyl, comprising a) reacting a compound of formula Ia, wherein M+ is a cation, preferably selected from the group consisting of Li+, Na+, K+, 1/2 Mg2+ and 1/2 Zn2+, (formula 1a) with an ammonium salt NH4+X-, wherein X- is an anion, preferably selected from the group consisting of chloride, bromide, sulfate and acetate, in a solvent to a compound of formula II b) reacting a compound of formula II with a nitrile R2-CN in the presence of a base to a compound of formula IV. The present invention is further directed to compounds of formula II and their use for the manufacture of vitamin B1.