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1,3,5-Triazine is a useful replacement for HCN in the Gattermann reaction for the synthesis of aromatic aldehydes. It reacts with nucleophiles, e.g. amines, which is utilized in quinazoline synthesis.
N. G. McCormick.; J. H. Cornell.; A. M. Kaplan. Biodegradation of Hexahydro-1,3,5-Trinitro-1,3,5-Triazine. Appl. Environ. Microbiol.. 1981, 42 (5), 817-823.
Francis H. Case.; Emil Koft. The Synthesis of Certain Substituted 1,3,5-Triazines Containing the Ferroin Group. J. Am. Chem. Soc. 1959, 81 (4), 905-906.
Formylating agent: useful replacement for HCN in the Gattermann reaction for the synthesis of aromatic aldehydes: J. Am. Chem. Soc., 76, 290 (1954); Angew. Chem. Int. Ed., 6, 940 (1969); Arch. Pharm., 302, 828 (1969); 304, 362 (1971); with reactive substrates, formylation can be accomplished without a catalyst.
Also reacts with nucleophiles, e.g. amines, which has been utilized in a quinazoline synthesis: J. Chem. Soc. (C), 1282 (1969):
Hazard Statements: H302-H315-H318-H335
Harmful if swallowed. Causes skin irritation. Causes serious eye damage. May cause respiratory irritation.
Precautionary Statements: P261-P280a-P305+P351+P338-P304+P340-P405-P501a
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.