Hydrazine → HCID 19605081, compound

HRID 1603488Notes

Reaction equation

HRID 1603488 reaction equation
NN.C1(=O)[N:7]([CH2:8][C:9]2[S:13][C:12]3=[CH:14][N:15]=[CH:16][N:11]3[CH:10]=2)C(=O)C2=CC=CC=C12>C(O)C>[NH2:7][CH2:8][C:9]1[S:13][C:12]2=[CH:14][N:15]=[CH:16][N:11]2[CH:10]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 19605126HCID 19605126, compound

Product 1

HCID 19605081HCID 19605081, compoundYield 102.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 0.046 ml potion of anhydrous hydrazine was added to 10 ml of a dry ethanol solution containing 278.6 mg of 2-phthalimidomethylimidazo[5,1-b]thiazole, and the solution was then heated under reflux for 2 hours. The reaction solution was cooled on ice, and the resulting crystal was removed therefrom by filtration, followed by washing with a small amount of dichloromethane. The filtrate was concentrated under reduced pressure, and to the resulting residue, 15 ml of dichloromethane was added, and the solution was then alkalified with 1N sodium hydroxide. The aqueous layer was extracted with dichloromethane (20 ml×10). The combined organic layer was dried over anhydrous magnesium sulfate and then filtered, and the solvent was then evaporated under reduced pressure to obtain 154.6 mg of 2-aminomethylimidazo[5,1-b]thiazole.

Workup

  1. temperaturethe solution was then heated
  2. temperatureunder reflux for 2 hours
  3. temperatureThe reaction solution was cooled on ice
  4. customthe resulting crystal was removed
  5. filtrationby filtration
  6. washby washing with a small amount of dichloromethane
  7. concentrationThe filtrate was concentrated under reduced pressure
  8. additionto the resulting residue, 15 ml of dichloromethane was added
  9. extractionThe aqueous layer was extracted with dichloromethane (20 ml×10)
  10. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  11. filtrationfiltered
  12. customthe solvent was then evaporated under reduced pressure

Sources & evidence

ORD record
ord-d1edb8e0dd1d40c39cf953e1b696dd32
Source dataset
uspto-grants-1999_11
Patent number
US05990101

Reaction notes

Loading…