Hydrazine hydrate (1:1) → HCID 178419949, compound

HRID 2280962Notes

Reaction equation

HRID 2280962 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)=O.COC(OC)[N:19]([CH3:21])C.O.[NH2:25]N>CO>[NH:19]1[CH:21]=[CH:1][C:2]([C:4]2[CH:9]=[CH:8][C:7]([N:10]3[CH2:15][CH2:14][O:13][CH2:12][CH2:11]3)=[CH:6][CH:5]=2)=[N:25]1

Participants

5

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 383624-MorpholinoacetophenoneHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 178419949HCID 178419949, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2.05 g of 4-morpholinoacetophenone (10 mmol) and N,N-dimethyl-formamide dimethyl acetal was heated under reflux for 7 hours. The mixture was then mixed with 30 ml of methanol and, after addition of 0.57 ml of hydrazine hydrate, again heated under reflux for about 6 hours. The solid formed on cooling the mixture was filtered off with suction and thoroughly washed with methanol, resulting in 3.8 g of the title compound.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 7 hours
  3. temperatureagain heated
  4. temperatureunder reflux for about 6 hours
  5. customThe solid formed
  6. temperatureon cooling the mixture
  7. filtrationwas filtered off with suction
  8. washthoroughly washed with methanol

Sources & evidence

ORD record
ord-55e4c699d1894d709e55f9283f65eb04
Source dataset
uspto-grants-2015_09
Patent number
US09139557B2

Reaction notes

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