Ammonium Chloride → 4-[beta-(Methylthio)ethylamino]aniline

HRID 1086742Notes

Reaction equation

HRID 1086742 reaction equation
[Cl-].[NH4+:2].[CH3:3][S:4][CH2:5][CH2:6][NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>[Zn]>[CH3:3][S:4][CH2:5][CH2:6][NH:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:2])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 11019238[beta-(Methylthio)ethyl]aniline

Product 1

HCID 146460234-[beta-(Methylthio)ethylamino]aniline

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

0.8 g of ammonium chloride and 20 g of powdered zinc are added to 44 ml of aqueous-alcoholic solution (10% of water, 90% of alcohol). This mixture is brought to reflux with stirring, and 0.04 mole (8.5 g) of 4-nitro-N-[[β-(methylthio)ethyl]aniline is added, the addition being regulated so as to maintain the reflux without heating. The decolorized reaction medium is filtered while boiling into a flask containing 8.5 ml of strength hydrochloric acid. The expected product precipitates in the form of a dihydrochloride. It is dried under vacuum at 55° C.

Workup

  1. temperatureto reflux
  2. additionthe addition
  3. temperatureto maintain the
  4. temperaturereflux
  5. temperaturewithout heating
  6. customThe decolorized reaction medium
  7. filtrationis filtered
  8. customwhile boiling into a flask
  9. additioncontaining 8.5 ml of strength hydrochloric acid
  10. customThe expected product precipitates in the form of a dihydrochloride
  11. customIt is dried under vacuum at 55° C.

Sources & evidence

ORD record
ord-6ea97d545f6b45bdace58c3ec4438f5f
Source dataset
uspto-grants-1991_07
Patent number
US05032137

Reaction notes

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