Non-acylated Quaternary Ammonium Salts from Aliphatic Amines 753 XIII did not readily add bromine. The methyl alcoholic filtrate of this experiment yielded 18.5% of IV when diluted with water, melting point and mixed melting point with a sample of this compound described in another experiment, 57°. This product also turned pink upon exposure to light.Acknowledgment.-We wish to express our appreciation to Mrs. M. S. Sherman for carrying out the recorded microanalyses. Summary The molecular rearrangement of fluorylidene dimethyl sulfide to fluorene-1 -dimethyl sulfide was effected in an alkaline medium. By graded oxidation the rearrangement product was converted into fluorene-1 -dimethyl sulfone, fluorenone-1-dimethyl sulfone and fluorenone-1-carboxylic acid. The above-named acid and its ethyl ester were characterized by comparison with authentic specimens. The -SCH3 group of fluorene-1 -dimethy 1 sulfide was substituted by -OCH3, -Br, -OH and -H. Fluorene-1methyl bromide in an alcoholic solution of sodium methylate yielded sym.-difluorene-1,1 '-ethylene and fluorene-1 -dimethyl oxide.
The activity of these compounds against E.typhosa is considerably below that already reported for cetyltriethylammonium bromide and cetyltri-M-butylammonium bromide. Summary N -Carbamylmethyl, N-carbethoxymethyl and Nß-acetoxyethyl derivatives of several quaternary ammonium compounds containing one Ncetyl or N-lauryl group and three low molecular weight N-alkyl radicals were prepared. The germicidal activity of these compounds was studied, and in some, cases the effect on the activity of different anions was tested.In the N-lauryl group of compounds the germicidal activity was improved by the substitution of a carbethoxymethyl or /3-acetoxyethyl group for an original N-methyl radical. In the N-cetyl group the reverse was true. The halide salts and the nitrate all gave about the same activity. Organic anions usually lowered the activity of the compound. Cincinnati, Ohio
Sodium amide is a useful reagent for certain aminations but its preparation, use, and storage may be dangerous. A study is described of the conditions and apparatus for the preparation of sodium amide, and its use in making amino-and diaminopyridine, aminoquinoline, and similar compounds, under such precautions and in apparatus of such design that these procedures are safe and satisfactory. THE amino group is one of the most useful in organic chemistry, not only for the properties it imparts but as a basis for further synthesis. Hence we are studying various reactions for amination and the equipment needed. This is particularly important, now that many of the raw materials are reasonably priced and the derivatives are finding increased use.
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