2-(1-Methyl-1H-pyrrol-2-yl)-5-nitro-1,3-benzoxazole → 2-(1-Methyl-1H-pyrrol-2-yl)-1,3-benzoxazol-5-amine
Reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]1[O:8][C:9]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][C:10]=2[N:11]=1>CCO.[Pd]>[NH2:16][C:13]1[CH:14]=[CH:15][C:9]2[O:8][C:7]([C:3]3[N:2]([CH3:1])[CH:6]=[CH:5][CH:4]=3)=[N:11][C:10]=2[CH:12]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
1.5 g of 2-(1-methyl-2-pyrrolyl)-5-nitrobenzoxazole (0.006 mole) and 0.15 g of 10% Pd/C are suspended in 100 ml of 95% EtOH and hydrogenated at 50 psi over a period of 2.5 hr. The catalyst is removed and the EtOH evaporated under vacuum yielding a brown solid. Crystallization from methanol yields 1.15 g of tan crystals, mp 183°-185° (89%).
Workup
- customThe catalyst is removed
- customthe EtOH evaporated under vacuum
- customyielding a brown solid
- customCrystallization from methanol
Sources & evidence
- ORD record
- ord-64bcba1ee8cc47a599266016d636c5ea
- Source dataset
- uspto-grants-1976_10
- Patent number
- US03985755
Reaction notes
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