2-(azidomethyl)-4-chloro-N-methylbenzamide → 2-(aminomethyl)-N-methylBenzamide
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
Product 1
Reagents, catalysts & solvents 1
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
- customdegassed
- additiontreated with 10% Pd on carbon (80 mg)
- filtrationAfter one hour the reaction was filtered through Celite
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-65161268a57943528c12f6cddeccd3e2
- Source dataset
- uspto-grants-2008_01
- Patent number
- US07323460B2
Reaction notes
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