4-Nitrobenzylamine → 4-Aminobenzylamine

HRID 1356931Notes

Reaction equation

HRID 1356931 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][NH2:9])=[CH:6][CH:5]=1)([O-])=O>Cl>[NH2:1][C:4]1[CH:11]=[CH:10][C:7]([CH2:8][NH2:9])=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 291474-Nitrobenzylamine

Product 1

HCID 4278144-Aminobenzylamine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of (II) (9,1 g), SnCl22H2O and 36% HCl (120 ml) was stirred under reflux for 1 h. After cooling to 0° C. the precipitate was filtered. The salt (Cl(H,H2NPhCH2NH2)½SnCL6) was decomposed with KOH and then extracted several times with dichloromethane. The combined organic layers were dried with Na2SO4. After evaporation of the solvent, the compound (III) was used in the next step without further purification.

Workup

  1. temperatureunder reflux for 1 h
  2. filtrationwas filtered
  3. extractionextracted several times with dichloromethane
  4. dry with materialThe combined organic layers were dried with Na2SO4
  5. customAfter evaporation of the solvent
  6. customthe compound (III) was used in the next step without further purification

Sources & evidence

ORD record
ord-93da42df857a4ac09fe09a4455e31ef3
Source dataset
uspto-grants-2003_07
Patent number
US06589452B2

Reaction notes

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