1,4-Bis(2-chloroethyl)-1,4-diazabicyclo[2.2.1]heptane diperchlorate

George Pettit, Dyral C. Fessler, Joseph A. Settepani

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Reaction between bis(2-chloroethyl)amine and formalin in ethanol solution was found to yield 1,4-bis(2-chloroethyl)-1,4-diazabicyclo[2.2.1]heptane (1a) dichloride, a novel quaternary ammonium salt. The condensation leading to diazabicyclo[2.2.1]heptane 1a was found generally useful and substances 1b-1f were easily obtained. Hydrogenolysis of, for example, salt 1e was found to yield piperazine 8b. Other pertinent aspects of the chemical and physical (principally proton magnetic resonance) evidence in support of the new ring system have been summarized.

Original languageEnglish (US)
Pages (from-to)2978-2981
Number of pages4
JournalJournal of Organic Chemistry
Volume34
Issue number10
StatePublished - 1969

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nornitrogen mustard
Salts
Heptanes
Hydrogenolysis
Ammonium Compounds
Formaldehyde
Condensation
Ethanol
Nuclear magnetic resonance
1,4-bis(2'-chloroethyl)-1,4-diazabicyclo(2.2.1)heptane
piperazine

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

1,4-Bis(2-chloroethyl)-1,4-diazabicyclo[2.2.1]heptane diperchlorate. / Pettit, George; Fessler, Dyral C.; Settepani, Joseph A.

In: Journal of Organic Chemistry, Vol. 34, No. 10, 1969, p. 2978-2981.

Research output: Contribution to journalArticle

Pettit, G, Fessler, DC & Settepani, JA 1969, '1,4-Bis(2-chloroethyl)-1,4-diazabicyclo[2.2.1]heptane diperchlorate', Journal of Organic Chemistry, vol. 34, no. 10, pp. 2978-2981.
Pettit, George ; Fessler, Dyral C. ; Settepani, Joseph A. / 1,4-Bis(2-chloroethyl)-1,4-diazabicyclo[2.2.1]heptane diperchlorate. In: Journal of Organic Chemistry. 1969 ; Vol. 34, No. 10. pp. 2978-2981.
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