Paper
ORGANIC PHOSPHORUS COMPOUNDS 98.1 SYNTHESIS AND PROPERTIES OF N-METHYLAMINOMETHYLPHOSPHONIC ACID AND DERIVATIVES
Published Oct 1, 1991 · L. Maier
Phosphorus Sulfur and Silicon and The Related Elements
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Abstract
Abstract High yield syntheses of N-methylaminomethylphosphonic acid, 4, are achieved by the interaction of diisopropylphosphite and trimethylhexahydro-s-triazine, followed by hydrolysis, or by heating methylamine and chloromethylphosphonic acid in aqueous solution to 150° and finally by debenzylation of N- methyl-N-benzylaminomethylphosphonic acid with H2 in the presence of Pd/C as catalyst. The syntheses of N-methylaminomethylphosphonates, 5, -thiophosphonates, 6, and of N-methylaminomethyl-methylphosphinic acid, 7, are also reported. N-Methylaminomethylphosphonic acid, 4, is a strong chlorosis agent and exhibits herbicidal activity, whereas N-methylamino-methyl-methylphosphinic acid, 7, is inactive.
N-methylaminomethylphosphonic acid, 4, is a strong chlorosis agent and exhibits herbicidal activity, while N-methylamino-methyl-methylphosphinic acid, 7, is inactive.
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