35139-67-4

Basic information

• Product Name: 2,6-Diamino-4-chloropyrimidine 1-oxide
• Synonyms: TIMTEC-BB SBB003960;2,4-PYRIMIDINEDIAMINE, 6-CHLORO-, 3-OXIDE;2,6-DIAMINO-4-CHLOROPYRIMIDINE 1-OXIDE;6-CHLORO-3-OXY-PYRIMIDINE-2,4-DIAMINE;4-Chloro-2,6-Diaminopyrimidine-N-Oxide;6-Chloro-2,4-diaminopyrimidine-N-oxide;2,4-DIAMINO-6-CHLORO PYRIMIDINE 97.0%;Nsc137211
• CAS NO: 35139-67-4
• Molecular Formula: C₄H₅ClN₄O
• Molecular Weight: 160.56
• Product Categories: Amine Monomers;Monomers;Primary Amines
• Mol File: 35139-67-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 185 °C (dec.)(lit.)
• Boiling Point: 506.548 °C at 760 mmHg
• Flash Point: 260.151 °C
• Appearance: /
• Density: 1.913 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.765
• PKA: 1.67±0.10(Predicted)
• CAS DataBase Reference: 2,6-Diamino-4-chloropyrimidine 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Diamino-4-chloropyrimidine 1-oxide(35139-67-4)
• EPA Substance Registry System: 2,6-Diamino-4-chloropyrimidine 1-oxide(35139-67-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 35139-67-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 35139-67-4 differently. You can refer to the following data:
1. 6-Chloro-pyrimidine-2,4-diamine 3-Oxide is an impurity of the antihypertensive and antialopecia agent Minoxidil (M345000).
2. 6-Chloro-pyrimidine-2,4-diamine 3-Oxide (Minoxidil EP Impurity A) is an impurity of the antihypertensive and antialopecia agent Minoxidil (M345000).

InChI:InChI=1/C4H5ClN4O/c5-2-1-3(6)9(10)4(7)8-2/h1H,6H2,(H2,7,8)

Upstream product

• 110-89-4 piperidine 
• 156-83-2 6-chloro-pyrimidine-2,4-diyldiamine 
• 937-14-4 3-chloro-benzenecarboperoxoic acid 

Downstream Products

• 38304-91-5 2,4-diamino-6-piperidinopyrimidine 3-oxide 

Relevant articles and documents

The promoted synthesis of minoxidil by magnetic nanoparticles of cobalt ferrite (CoFe2O4) as a heterogeneous reusable catalyst

Minoxidil (2,4-diamino-6-piperidinopyrimidine 3-oxide) was primarily recognized as a drug for reducing vascular resistance to blood flow. It was later introduced as a more important medicine for topical stimulation of hair growth and baldness reverting as well as treatment of androgenic alopecia through increasing prostaglandin endoperoxide synthesis. In this study, magnetic nanoparticles (MNPs) of spinel ferrites (MFe 2 O 4, M = Co, Ni, Fe, Cu, and Zn) via solid-state grinding procedure were prepared and then characterized using X-ray diffraction, scanning electron microscopy, transmission electron microscopy, vibrating sample magnetometer, and Fourier transform infrared techniques. The prepared nanoferrites were utilized as efficient and green heterogeneous catalysts for N -oxidation of 2,6-diamino-4-chloro-pyrimidine with H 2 O 2 in refluxing ethanol giving 2,6-diamino-4-chloro-pyrimidine N -oxide as a starting material for the synthesis of 2,4-diamino-6-piperidinopyrimidine 3-oxide (minoxidil). Among the examined nanoferrites, CoFe 2 O 4 MNPs exhibited prominent catalytic activity giving the product in 95% yield within 60 min. Moreover, the reusability of nano-CoFe 2 O 4 was examined for 6 consecutive cycles without significant loss of catalytic activity and magnetic property.

A process for the preparation of 2,4-diamino-6-(1-piperidinyl)-pyrimidine N-oxide

A process for the preparation of 2,4-diamino-6-(1-piperidinyl)-pyrimidine N-oxide which process consists in reacting 6-chloro 2,4-diamino-pyrimidine of formula II with the monoperphthalic acid magnesium salt, of formula VI to obtain 2,6-diamino-4-chloro-pyrimidine N-oxide of formula VII which is reacted with piperidine to give desired compound I.

Process for the preparation of oxadiazolopyrimidine derivatives

A process for preparing oxadiazolopyrimidines of the formula STR1 wherein R is alkyl or alkoxyalkyl, by reacting a compound of the formula STR2 wherein R is as set forth above, with phosgene, is described.