Ammonia → 2-[-(alpha-Amino-Nalpha-(benzylcarbonyl)glycinyl)amino]-benzophenone
Reaction equation
C(S[CH:5]([C:17]([NH:19][C:20]1[CH:33]=[CH:32][CH:31]=[CH:30][C:21]=1[C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:23])=[O:18])[NH:6][C:7]([O:9]CC1C=CC=CC=1)=O)(C)C.[NH3:34]>>[NH2:34][CH:5]([C:17]([NH:19][C:20]1[CH:33]=[CH:32][CH:31]=[CH:30][C:21]=1[C:22]([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:23])=[O:18])[NH:6][C:7]([CH2:22][C:21]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:20]=1)=[O:9]Participants
3
Procedure
The crude product 24 (9.3 g, 20.17 mmol) was dissolved in 133 mL of dry tetrahydrafuran. This solution was saturated with ammonia at 0° C. for 30 minutes and then mercuric chloride (6 g, 22.09 mmol) was added in one portion to the stirred solution while ammonia gas was bubbled through the solution. After bubbling ammonia gas for 2 hours at 0° C. it was bubbled for an additional hour at room temperature. The suspended solids were filtered and the solvent evaporated to yield 25 (9.7 g) which was used without further purification.
Workup
- customwas bubbled through the solution
- customAfter bubbling ammonia gas for 2 hours at 0° C. it
- customwas bubbled for an additional hour at room temperature
- filtrationThe suspended solids were filtered
- customthe solvent evaporated
Sources & evidence
- ORD record
- ord-e5239504148e4eb3a00f638150a549b9
- Source dataset
- uspto-grants-1996_12
- Patent number
- US05580979
Reaction notes
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