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 V-methylbis(2-chloroethyl)amine and conversion of saccharin to alkoxymethylene (VII) and bismethylene (VIII) derivatives occurred in acidic media.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 1714-1717 |
| Number of pages | 4 |
| Journal | Journal of Organic Chemistry |
| Volume | 27 |
| Issue number | 5 |
| DOIs | |
| State | Published - May 1 1962 |
| Externally published | Yes |
ASJC Scopus subject areas
- Organic Chemistry
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