73-70-1

Basic information

• Product Name: 4-Pyrimidinamine, 2,5-dimethyl- (9CI)
• Synonyms: 4-Pyrimidinamine, 2,5-dimethyl- (9CI);2,5-Dimethyl-4-pyrimidineamine;4-Amino-2,5-dimethylpyrimidine;4-PyriMidinaMine, 2,5-diMethyl-;2,5-DiMethyl-4-pyriMidinaMine;[1,3]Thiazolo[5,4-C]Pyridinre
• CAS NO: 73-70-1
• Molecular Formula: C₆H₉N₃
• Molecular Weight: 123.15576
• Product Categories: PYRIMIDINE
• Mol File: 73-70-1.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 4-Pyrimidinamine, 2,5-dimethyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyrimidinamine, 2,5-dimethyl- (9CI)(73-70-1)
• EPA Substance Registry System: 4-Pyrimidinamine, 2,5-dimethyl- (9CI)(73-70-1)

Safety Data

• Hazardous Substances Data: 73-70-1(Hazardous Substances Data)

Usage

Description

4-Pyrimidinamine, 2,5-dimethyl(9CI) is an organic compound belonging to the pyrimidine family, characterized by the presence of two methyl groups at the 2nd and 5th positions and an amine group at the 4th position. 4-Pyrimidinamine, 2,5-dimethyl(9CI) serves as a versatile intermediate in the synthesis of various heterocyclic compounds and complexes.

Uses

Used in Pharmaceutical Industry:
4-Pyrimidinamine, 2,5-dimethyl(9CI) is used as a synthetic intermediate for the preparation of hydroxypyrimidine complexes with palladium. These complexes play a crucial role in the synthesis of heteroarene compounds, which are essential building blocks in the development of pharmaceuticals with diverse therapeutic applications.
Used in Chemical Research:
In the field of chemical research, 4-Pyrimidinamine, 2,5-dimethyl(9CI) serves as a valuable precursor for the synthesis of various heterocyclic compounds. Its unique structure allows for the exploration of new chemical reactions and the development of novel compounds with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

Upstream product

• 18260-92-9 6-chloro-2,5-dimethyl-pyrimidin-4-ylamine 
• 100368-38-5 β-ethoxy-β-methoxy-isobutyronitrile 
• 124-42-5 acetamidine hydrochloride 
• 3059-71-0 2,5-dimethyl-3H-pyrimidin-4-one 
• 47494-29-1 2-(1-hydroxybenzyl)thiamin kation 
• 857412-07-8 2,5-dimethyl-1H-pyrimidine-4,6-dione 
• 1780-33-2 4,6-dichloro-2,5-dimethyl-pyrimidine 
• 100-52-7 benzaldehyde 

Downstream Products

• 1351515-92-8 3-amino-2,5-dimethylpyrimidin-4(3H)-iminium 2,4,6-trimethylbenzenesulfonate 

Relevant articles and documents

The Need for an Alternative to Radicals as the Cause of Fragmentation of a Thiamin-Derived Breslow Intermediate

Mandelylthiamin (1) is a conjugate of benzoylformate and thiamin that loses CO2 to form the classic Breslow intermediate (2), whose expected fate is formation of the thiamin conjugate of benzaldehyde (3). Surprisingly, it was observed that 2 decomposes to 4 and 5 and rearranges to 6 in competition with the expected protonation to give 3. Recent reports propose that the alternatives to protonation arise from homolysis followed by radical-centered processes. It is now found, instead, that the spectroscopic observations cited in support of the proposed radical pathways are likely to be the result of other events. An alternative explanation is that ionization of the enolic hydroxy group of 2 and resultant electronic reorganization leads to C?C bond cleavage and non-radical intermediates that readily form 4, 5, and 6.

Reactivity of intermediates in benzoylformate decarboxylase: Avoiding the path to destruction

Benzoylformate decarboxylase forms a covalent intermediate from thiamin diphosphate (TDP) and benzoylformate, α-mandelylTDP. This loses carbon dioxide to form a carbanion (enamine). Protonation of the carbanion and elimination of benzaldehyde regenerate e