2-(azidomethyl)-4-chloro-N-methylbenzamide → 2-(aminomethyl)-N-methylBenzamide

HRID 2252819Notes

Reaction equation

HRID 2252819 reaction equation
[N:1]([CH2:4][C:5]1[CH:14]=[C:13](Cl)[CH:12]=[CH:11][C:6]=1[C:7]([NH:9][CH3:10])=[O:8])=[N+]=[N-]>C(O)C>[NH2:1][CH2:4][C:5]1[CH:14]=[CH:13][CH:12]=[CH:11][C:6]=1[C:7]([NH:9][CH3:10])=[O:8]

Participants

3

Reactant 1

HCID 866001792-(azidomethyl)-4-chloro-N-methylbenzamide

Product 1

HCID 232211982-(aminomethyl)-N-methylBenzamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(Azidomethyl)-4-chloro-N-methylbenzamide (0.88 g, 3.94 mmol) was dissolved in ethanol (25 mL), degassed, treated with 10% Pd on carbon (80 mg), and put under one atmosphere of hydrogen. After one hour the reaction was filtered through Celite, and concentrated in vacuo to afford 2-(aminomethyl)-N-methylbenzamide as a white solid.

Workup

  1. customdegassed
  2. additiontreated with 10% Pd on carbon (80 mg)
  3. filtrationAfter one hour the reaction was filtered through Celite
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-65161268a57943528c12f6cddeccd3e2
Source dataset
uspto-grants-2008_01
Patent number
US07323460B2

Reaction notes

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