The preparation of a number of 2,3-dihydro-6-(hydroxyphenyl)-1,4-diazepinium salts (11 c -f) and of 1,2-dihydro-5-(hydroxyphenyl)-2-oxopyri1nidinium salts (17a, b) from 3-(hydroxypheny1)vinamidinium salts (10 b, c) is described. Attempted preparation of a 3-(2-hydroxypheny1)vinamidinium salt gave instead a mixture of formyl-substituted benzofuranones (15 and 16). Attempted preparation of 2,3-dihydro-6-hydroxy-1,4-diazepinium salts (1 a-c) provided products other than diazepinium salts, but 2,3-dihydro-6-methoxy-1,4diazepinium salts (7a, b) were prepared. Versuche zur Herstellung von 6-Hydroxy-, 6-Methoxy-und 6-(Hydroxyphenyl)-2,3-dihydro-1,4-diazepinium-Salzen sowie von 1,2-Dihydro-5-(hydroxyphenyl)-2-oxopyrimidinium-Salzen Die Herstellung einiger 2,3-Dihydro-6-(hydroxyphenyl)-1,4-diazepinium-Salze (11 c -f) und 1,2-Dihydro-5-(hydroxyphenyl)-2-oxopyrimidinium-Salze (17a, b) ausgehend von 3-(Hy-droxypheny1)vinamidinium-Salzen (10 b, c) wird beschrieben. Versuche zur Herstellung eines 3-(2-Hydroxyphenyl)vinamidinium-Salzes fiihrten stattdessen zu einer Mischung formylsubstituierter Benzofuranone (15 and 16). Versuche zur Darstellung von 2,3-Dihydro-6-hydroxy-1,4-diazepiniumsalzen (1 ac) ergaben anstatt der gewiinschten 1,4-Diazepiniumsalze andere Produkte; 2,3-Dihydro-6-methoxy-1,4-diazepinium-Salze (7a, b) konnten jedoch erhalten werden.
Little attention has been paid to hydroxy-2,3-dihydro-1,4-diazepinium salts.
Attempts have therefore been made to prepare 6-hydroxy and phenylogous 6-(hydroxyphenyl) derivatives and also a 1,2-dihydro-5-(hydroxyphenyl)-2-oxopyrimidinium salt since the latter heterocyclic ring has a vinamidinium system') similar to that present in the 2,3-dihydro-1,4-diazepinium ring.
2,3-Dihydro-6-hydroxy-l ,rl-diazepinium Salts 1
A large variety of substituted 2,3-dihydro-l,4-diazepinium salts has been in-vestigated3' but only one example of a hydroxy derivative has been described, namely the 6-hydroxy-1,4-diphenyl derivative 1 a, which was prepared by Eistert