Hydrazine → HCID 23449290, compound

HRID 1376621Notes

Reaction equation

HRID 1376621 reaction equation
C1(=O)[N:5]([CH2:6][C:7]2[N:8]=[CH:9][N:10]3[CH:14]=[CH:13][S:12][C:11]=23)C(=O)C2=CC=CC=C12.NN>>[NH2:5][CH2:6][C:7]1[N:8]=[CH:9][N:10]2[CH:14]=[CH:13][S:12][C:11]=12

Participants

3

Reactant 2

HCID 9321HydrazineHCID 23449233HCID 23449233, compound

Product 1

HCID 23449290HCID 23449290, compound

Procedure

To a suspension of 0.379 g (1.34 mmole) of 7-(phthalimido)methylimidazo[5,1-b]thiazole in 15 ml of ehtanol was added 0.063 ml (2.0mmle) of anhydrous hydrazine, and the mixture was heated under reflux for 1 hour. The reaction mixture was ice-cooled, and the resulting crystalline products were removed by filtration. After the filtrate was concentrated under reduced pressure, a small amount of dichloromethane was added, and insolubles were removed by filtration. The filtrate was concentrated under reduced pressure to give crude 7-aminomethylimidazo[5,1-b]thiazole.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. temperaturecooled
  4. customthe resulting crystalline products were removed by filtration
  5. concentrationAfter the filtrate was concentrated under reduced pressure
  6. additiona small amount of dichloromethane was added
  7. custominsolubles were removed by filtration
  8. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-83d78168a9f849c28e7c100d3925661f
Source dataset
uspto-grants-1997_09
Patent number
US05663162

Reaction notes

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