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

Uses

2,5-Dimethyl-4-pyrimidinamine is used in the synthesis of hydroxypyrimidine complexes with palladium in the preparation of heteroaromati compounds.

Upstream product

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

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