Preparation of 2-amino-3-cyano-5-dialkoxymethylpyrazines and intermediates for this method

US4725689A · kind A · utility

Assignee

• BASF SE

Inventors

• Hartmut Leininger · Neustadt, DE
• Wolfgang Littmann · Mannheim, DE
• Joachim Paust · Schifferstadt, DE

Key dates

• Filing date: Sep 16, 1985
• Grant date: Feb 16, 1988
• Expiry date: Sep 16, 2005

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/55
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

2-Amino-3-cyano-5-dialkoxymethylpyrazine derivatives of the general formula III ##STR1## where R.sup.1 and R.sup.2 are each hydrogen or a protective group usually employed for amino groups and R.sup.5 and R.sup.6 are each alkyl of 1 to 4 carbon atoms, or together form an ethylene or propylene radical which is unsubstituted or substituted by methyl, are prepared starting from a novel 3-halomethyl-5-dihalomethyl-2-aminopyrazine derivative of the formula IV ##STR2## where X is Cl or Br, via a novel intermediate of the general formula I ##STR3## where R.sup.3 is --CH.sub.2 --O--CO--CH.sub.3 (a), --CH.sub.2 OH (b), ##STR4## or --C.tbd.N (d) and R.sup.4 is --CHCl.sub.2 or --CHBr.sub.2 or, where R.sup.1 and R.sup.2 are each a protective group, R.sup.4 may furthermore be ##STR5## The compounds according to the invention are useful intermediates for the preparation of folic acid and active compounds derived from this.