Dichlorodiethylamine Hydrochloride

A mixture of 80.5 g. (1.0 mole) of ethylene chlorohydrin and 44 g. (0.33 mole) of paraldehyde is cooled to 0-10° while hydrogen chloride gas is passed in until the mixture is saturated and two liquid layers have formed. (Hood.) This requires approximately 1.5 moles of hydrogen chloride. The lower layer is removed by means of a pipet, and the remaining upper layer is dried by the addition of a small amount of calcium chloride. A stream of carbon dioxide is then passed through the liquid until most of the excess hydrogen chloride has been removed. All these operations are carried out while the mixture is still held at 0-10°. The last traces of hydrogen chloride are removed by the addition of calcium carbonate, and the liquid is distilled immediately from a water bath. There is obtained 93 g. (65%) of the ether, b.p. 55-58°/17 mm. 

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SYNS BIS(P-CHLOROETHYL)AiMINE HYDROCHLORIDE N,N-BIS(2-CHLOROETHYL)AMINE HYDROCHLORIDE BIS(2-CHLOROETHYL)-AMMONIUM CHLORIDE 2-CHLORO-N-(2-CHLOROETHYL)ETHANAMINE HYDROCHLORIDE P,P -DICHLORODIETHYLAMINE HYDROCHLORIDE 2,2 -DICHL0R0DIETHYLAMINE HYDROCHLORIDE DI-2-CHLOROETHYLAMINE HYDROCHLORIDE LEO 72a NC 26 NOR-HN2 NOR-HN2 HYDROCHLORIDE NOR-LOST HYDROCHLORID (GERMAN) NORNITROGEN MUSTARD HYDROCHLORIDE NSC-10873 SK555 TL161... 

PHENOXYBENZAMiNE HYDROCHLORIDE A woman laboratory technician developed acute allergic eczematous contact dermatitis of the hands and face, after contact with phenoxybenzamine hydrochloride (46 =). Patch tests with phenoxybenzamine 1% in aqua, carried out after the clinical dermatitis had subsided, were positive. This was followed by recurrence of the dermatitis at the original sites. Sensitization to this chemical was produced in guinea pigs. Crosssensitivity to related compounds may be due to the chloroethylamine moiety of the molecule. No cross-sensitivity was observed to the dichlorodiethylamine compound, although nitrogen mustard is known to be capable of contact sensitization. 

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