Ammonium Chloride → HCID 19835545, compound

HRID 477382Notes

Reaction equation

HRID 477382 reaction equation
[Cl-:1].[NH4+].[NH2:3][C:4]1[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][C:5]=1[O:6][CH2:7][CH:8]([OH:11])[CH2:9][NH2:10]>O.[Zn]>[ClH:1].[ClH:1].[ClH:1].[NH2:3][C:4]1[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][C:5]=1[O:6][CH2:7][CH:8]([OH:11])[CH2:9][NH2:10]

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 19835498HCID 19835498, compound

Product 1

HCID 19835545HCID 19835545, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 962WaterSolvent

Procedure

7.5 g of zinc powder and a solution of 0.3 g of ammonium chloride in 1.5 ml of water are added to 15 ml to 96° strength alcohol. The mixture is heated to the reflux temperature, with stirring, and 0.015 mol (3.4 g) of the 1-(2'-amino-5'-nitrophenoxy)-3-aminopropan-2-ol prepared according to Example 5 is then added gradually so as to maintain the reflux without external heating. When the addition has ended, the reflux is maintained for 5 minutes and the boiling reaction medium is then filtered into 4.6 ml of iced hydrochloric acid (specific gravity=1.18). The expected product crystallises in the form of the trihydrochloride. The product is filtered off, washed with alcohol and dried in vacuo. It melts with decomposition at 216°-218° C.

Workup

  1. temperatureThe mixture is heated to the reflux temperature
  2. additionis then added gradually so as
  3. temperatureto maintain the
  4. temperaturereflux without external heating
  5. additionWhen the addition
  6. temperaturethe reflux is maintained for 5 minutes
  7. customthe boiling reaction medium
  8. filtrationis then filtered into 4.6 ml of iced hydrochloric acid (specific gravity=1.18)
  9. customThe expected product crystallises in the form of the trihydrochloride
  10. filtrationThe product is filtered off
  11. washwashed with alcohol
  12. customdried in vacuo
  13. custommelts with decomposition at 216°-218° C.

Sources & evidence

ORD record
ord-00cdce31454e40a691dc6f7890f114b9
Source dataset
uspto-grants-1989_12
Patent number
US04888025

Reaction notes

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