2-(3-Phthalimidopropylthio)oxazole → 2-(3-Aminopropyl)thiooxazole

HRID 1277445Notes

Reaction equation

HRID 1277445 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]=1

Participants

4

Reactant 2

HCID 129234152-(3-Phthalimidopropylthio)oxazoleHCID 86602801Hydrazine monohydride

Product 1

HCID 205501192-(3-Aminopropyl)thiooxazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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 withethanol to yield crude 2-(3-aminopropylthio)oxazole.

Workup

  1. temperatureThe solution was then heated
  2. temperatureunder reflux for 25 minutes
  3. temperatureAfter cooling
  4. filtrationfiltration from phthalhydrazide
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customthe residue was re-evaporated withethanol

Sources & evidence

ORD record
ord-bfc2c820bca54fe78b2a15b1d6fe94c7
Source dataset
uspto-grants-1981_07
Patent number
US04277485

Reaction notes

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