74638-76-9

Basic information

• Product Name: 2,4-DIAMINO PYRIMIDINE-3-OXIDE
• Synonyms: 2,4-Pyrimidinediamine 3-oxide;Kopexil;2,4-DIAMINO PYRIMIDINE-3-OXIDE;Aminexil;2,4-Pyrimidinediamine, 3-oxide (9CI);pyrimidine-2,4-diamine 3-oxide;2,4-Diaminopyrimidine 3-N-oxide
• CAS NO: 74638-76-9
• Molecular Formula: C₄H₆N₄O
• Molecular Weight: 126.12
• EINECS: 200-180-7
• Product Categories: PYRIMIDINE
• Mol File: 74638-76-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 475.5 °C at 760 mmHg
• Flash Point: 241.374 °C
• Appearance: /
• Density: 1.693 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.742
• PKA: 5.04±0.47(Predicted)
• CAS DataBase Reference: 2,4-DIAMINO PYRIMIDINE-3-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIAMINO PYRIMIDINE-3-OXIDE(74638-76-9)
• EPA Substance Registry System: 2,4-DIAMINO PYRIMIDINE-3-OXIDE(74638-76-9)

Safety Data

• Hazardous Substances Data: 74638-76-9(Hazardous Substances Data)

Usage

General Description

2,4-DIAMINO PYRIMIDINE-3-OXIDE is a chemical compound with the molecular formula C4H6N4O. It is a white crystalline solid, commonly used in the synthesis of pharmaceuticals and agricultural products. 2,4-DIAMINO PYRIMIDINE-3-OXIDE has two amino groups and an oxygen atom attached to a pyrimidine ring, making it an important intermediate in the creation of various drugs and organic compounds. Due to its reactivity and structural versatility, 2,4-DIAMINO PYRIMIDINE-3-OXIDE is widely used in the pharmaceutical and chemical industries for the production of medications, agrochemicals, and other valuable compounds.

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

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

Relevant articles and documents

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.