2-(3-Phthalimidopropylthio)oxazole → 2-(3-Aminopropyl)thiooxazole
Reaction equation
[H-].NN.C1(=O)[N:8]([CH2:9][CH2:10][CH2:11][S:12][C:13]2[O:14][CH:15]=[CH:16][N:17]=2)C(=O)C2=CC=CC=C12>C(O)C>[NH2:8][CH2:9][CH2:10][CH2:11][S:12][C:13]1[O:14][CH:15]=[CH:16][N:17]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Hydrazine hydride (5.3 g) was added carefully to a solution of 2-(3-phthalimidopropylthio)oxazole (10 g) in ethanol (173 ml) with stirring. The solution was then heated under reflux for 25 minutes. After cooling, and filtration from phthalhydrazide, the filtrate was concentrated under reduced pressure and the residue was re-evaporated with ethanol to yield crude 2-(3-aminopropylthio)oxazole.
Workup
- temperatureThe solution was then heated
- temperatureunder reflux for 25 minutes
- temperatureAfter cooling
- filtrationfiltration from phthalhydrazide
- concentrationthe filtrate was concentrated under reduced pressure
- customthe residue was re-evaporated with ethanol
Sources & evidence
- ORD record
- ord-26eddb0c10434473bd309a13d818dcce
- Source dataset
- uspto-grants-1979_05
- Patent number
- US04153704
Reaction notes
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