Antineoplastic agents. VI. Mannich base nitrogen mustards (part B)

George Pettit, Joseph A. Settepani

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

A Mannich-type reaction involving bis(2-chloroethyl)amine, formaldehyde, and several amides has been investigated. Bis(2-chloroethyl)amine was shown to condense in ethanol-formalin solution with phthalimide, saccharin, isatin, and isatin thiosemicarbazone to yield (51-89%) the corresponding nitrogen mustard Mannich bases II, IV, and VI. The reaction was found to follow other courses under acidic conditions. Formation of N-methylbis(2-chloroethyl)amine and conversion of saccharin to alkoxymethylene (VII) and bismethylene (VIII) derivatives occurred in acidic media.

Original languageEnglish (US)
Pages (from-to)1714-1717
Number of pages4
JournalJournal of Organic Chemistry
Volume27
Issue number5
StatePublished - 1962
Externally publishedYes

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nornitrogen mustard
Mannich Bases
Isatin
Saccharin
Mechlorethamine
Antineoplastic Agents
Formaldehyde
Thiosemicarbazones
Amides
Ethanol
Derivatives

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Antineoplastic agents. VI. Mannich base nitrogen mustards (part B). / Pettit, George; Settepani, Joseph A.

In: Journal of Organic Chemistry, Vol. 27, No. 5, 1962, p. 1714-1717.

Research output: Contribution to journalArticle

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