74638-76-9

Usage

Uses

Used in Pharmaceutical Industry:
2,4-DIAMINO PYRIMIDINE-3-OXIDE is used as a key intermediate for the synthesis of various medications. Its unique structure and reactivity allow for the development of new drugs with potential therapeutic applications.
Used in Agricultural Industry:
In the agricultural sector, 2,4-DIAMINO PYRIMIDINE-3-OXIDE is utilized as a precursor in the production of agrochemicals. Its role in creating effective compounds contributes to the development of products that enhance crop protection and yield.
Used in Chemical Industry:
2,4-DIAMINO PYRIMIDINE-3-OXIDE is employed as a versatile building block in the synthesis of organic compounds. Its structural properties facilitate the creation of a wide range of valuable chemical products for various applications.

InChI:InChI=1/C4H6N4O/c5-3-1-2-7-4(6)8(3)9/h1-2H,5H2,(H2,6,7)

Synthetic route

6-chloro-pyrimidine-2,4-diyldiamine (156-83-2) → 2,4-diaminopyrimidine 3-N-oxide (74638-76-9)

Conditions	Yield
With potassium hydroxide; hydrogen; palladium on activated charcoal In ethanol	69%

2,4-diaminopyrimidine (156-81-0) → 2,4-diaminopyrimidine 3-N-oxide (74638-76-9)

Conditions	Yield
With dihydrogen peroxide In trifluoroacetic acid 1.) 0 deg C, 3 h, 2.) 20 deg C, 12 h; Yield given;

2,4-diaminopyrimidine (156-81-0) → 2,4-diaminopyrimidine 3-N-oxide (74638-76-9) + 2,4-diaminopyrimidine 1-oxide

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In 1,4-dioxane for 4h; Ambient temperature; Yield given. Yields of byproduct given;

2,4-diaminopyrimidine 3-N-oxide (74638-76-9) → nicotinic acid salt + nicotinic acid salt of 2,4-diaminopyrimidine 3-oxide

Conditions	Yield
In ethanol	A 78% B n/a

concentrated H2 SO4 + 2,4-diaminopyrimidine 3-N-oxide (74638-76-9) → 2,4-diamino-5-nitropyrimidine 3-oxide (141074-60-4)

Conditions	Yield
With potassium hydroxide; nitric acid; sodium hydrogencarbonate In sulfuric acid; water	57%

concentrated sodium hydroxide + 2,4-diaminopyrimidine 3-N-oxide (74638-76-9) → 2,4-diamino-5-bromopyrimidine 3-oxide (141074-55-7)

Conditions	Yield
With N-Bromosuccinimide In methanol; water; acetone	50%

2,4-diaminopyrimidine 3-N-oxide (74638-76-9) → 5-chloropyrimidine-2,4-diamine 3-oxide

Conditions	Yield
With N-chloro-succinimide In methanol at 20 - 45℃; for 1.5h;	46%

concentrated sodium hydroxide + 2,4-diaminopyrimidine 3-N-oxide (74638-76-9) → 5-chloropyrimidine-2,4-diamine 3-oxide

Conditions	Yield
With N-chloro-succinimide In methanol; water	40%

Upstream product

• 156-81-0 2,4-diaminopyrimidine 
• 156-83-2 6-chloro-pyrimidine-2,4-diyldiamine 

Relevant academic research and scientific papers

Can 15N N.M.R. be Used to Determine the Site of N-Oxidation of Pyrimidine-2,4-diamine?

An investigation of the products of N-oxidation of pyrimidine-2,4-diamine demonstrated that 15N spectroscopy is an unreliable technique for the determination of the site of N-oxidation.The 15N shifts caused by N-oxidation were small and downfield and of no diagnostic value.