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phenylenediamine mustard synthesis

10synthesis methods
55743-71-0 Synthesis
Benzenamine,N,N-bis(2-chloroethyl)-4-nitro-

55743-71-0
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Yield:2067-58-5 93%

Reaction Conditions:

with hydrogenchloride;tin(II) chloride dihdyrate in water;Inert atmosphere;

Steps:

1.3 synthesis of N,N-bis(2-chloroethyl)-1,4-phenylenediamine

Weigh 1.04 g (4 mmol) of yellow needle-like crystals, N-bis (2-chloroethyl) -4-nitroaniline was dissolved in 40. 0 mL of concentrated saltAcid, followed by the addition of 8.30 g (20 mmol) of stannous chloride,Under nitrogen protection, the reaction is stopped when the color of the solution becomes colorless and transparent.Cooling with 0 ° C ice-water bath, adding 20.0 mL of water to adjust the pH to 7.5 to 8.0 with concentrated ammonia, extracted three times with ethyl acetate, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure.Since the newly formed compound has a relatively high chemical activity of the amino group, its chemical structure is unstable and easily oxidized. After extraction with ethyl benzoate, an excess of concentrated hydrochloric acid is added to the solution,Preparation of its hydrochloric acid low temperature shelter, to be applied when the alkali extraction can be used, the yield of 93.0%.

References:

CN106631876,2017,A Location in patent:Paragraph 0045; 0053-0055