344236-68-6

Basic information

• Product Name: 5-(3,5-di-tert-butyl-4-methoxy-benzyl)-6-methylsulfanyl-pyrimidine-2,4-diamine
• Synonyms: 5-(3,5-di-tert-butyl-4-methoxy-benzyl)-6-methylsulfanyl-pyrimidine-2,4-diamine
• CAS NO: 344236-68-6
• Molecular Weight: 388.577
• Mol File: 344236-68-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-(3,5-di-tert-butyl-4-methoxy-benzyl)-6-methylsulfanyl-pyrimidine-2,4-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3,5-di-tert-butyl-4-methoxy-benzyl)-6-methylsulfanyl-pyrimidine-2,4-diamine(344236-68-6)
• EPA Substance Registry System: 5-(3,5-di-tert-butyl-4-methoxy-benzyl)-6-methylsulfanyl-pyrimidine-2,4-diamine(344236-68-6)

Safety Data

• Hazardous Substances Data: 344236-68-6(Hazardous Substances Data)

Upstream product

• 88-27-7 N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine 
• 4765-71-3 6-Methylthio-pyrimidine-2,4-diamine 

Downstream Products

• 39667-06-6 5-(3,5-di-tert-butyl-4-methoxy-benzyl)-pyrimidine-2,4-diamine 

Relevant articles and documents

2,4-Diamino-5-benzylpyrimidines as Antibacterial Agents. 4. 6-Substituted Trimethoprim Derivatives from Phenolic Mannich Inetrmediates. Application to the Synthesis of Trimethoprim and 3,5-Dialkylbenzyl Analogues

The preparation of a wide variety of 6-substituted trimethoprim analogues was readily accomplished by the reaction of 2,4-diamino-6-substituted-pyrimidines with 2,6-dimethoxy-4-phenol at 120-160 deg C.The less reactive 2,6-dialkyl-4-phenols reacted successfully with 2,4-diamino-6-(alkylthio)pyrimidines to give 5-(substituted benzyl)pyrimidines.The phenolic groups of the products were alkylated in high yield when a nonreactive 6-substituent was present in the pyrimidine ring. 6-(Alkylthio) groups were easily removed with Raney nickel.Trimethoprim was thus obtained in high yield from its 6-(methylthio) counterpart.The 6-substituted trimethoprim analogues all had low activity as inhibitors of Escherichia coli dihydrofolate reductase and as antibacterial agents.