Condensations of Aromatic Amines with Formaldehyde in Media Containing Acid. I. Para-Toluidine¹

One‐Step Synthesis of Tröger's Base Hybrids Containing at Least One Halogen Atom

“…Of course, as is the case in all Tröger's base reactions, other by-products, such as 3,4-dihydroquinazolines (the products of a condensation between two anilines and two formaldehyde equivalents) [28,[56][57][58][59][60][61] and related products (for example, condensation between three anilines and four formaldehyde equivalents), [6,62] can also be formed. Clearly, the use of two different anilines in the reaction can magnify these types of impurities, which may complicate purification of the desired hybrids.…”

Synthesis of Symmetric Diester‐Functionalised Tröger's Base Analogues

“…We have isolated and fully characterised the 3,4-dihydroquinazoline product 9 that was obtained from the reaction involving ethyl 4-aminobenzoate and we have previously reported its X-ray crystal structure. [26] A related compound was reported in the synthesis of Tröger's base [27] and subsequently other 3,4-dihydroquinazolines have been observed in the synthesis of Tröger's base analogues. [20,28] Type I Analogues (1,7-Diesters) Several anilines that were capable of affording Type I Tröger's base compounds, i.e., those with esters in the 1,7-positions, were then subjected to the Tröger's base forming reaction.…”

9-Methyl-2,6-di-p-tolyl-2,3,6,7-tetrahydro-1H,5H-pyrimido[5,6,1-ij]quinazoline

“…For related literature, see: Becker et al (1993); Bhuiyan et al (2007); Eisner & Wagner (1934); Farrar (1964); Johnson et al (1993); Maffei (1928Maffei ( , 1929; Smith & Schubert (1948) ;Walther & Bamberg (1906); Ibers & Hamilton (1974); Wagner & Eisner (1937 Data collection: CAD-4 (Schagen et al, 1989); cell refinement: CAD-4; data reduction: local program; program(s) used to solve structure: SIR92 (Altomare et al, 1994); program(s) used to refine structure: RAELS (Rae, 1996); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: local programs.…”

“…numerous Tröger's base analogues (von Walther & Bamberg, 1906;Eisner & Wagner, 1934;Maffei, 1928;Maffei, 1929;Wagner & Eisner, 1937;Smith, 1948;Becker et al, 1993;Bhuiyan et al, 2007).…”

“…For related literature, see: Becker et al (1993); Bhuiyan et al (2007); Eisner & Wagner (1934); Farrar (1964); Johnson et al (1993); Maffei (1928Maffei ( , 1929; Smith & Schubert (1948); Walther & Bamberg (1906); Ibers & Hamilton (1974); Wagner & Eisner (1937).…”