Hydrazine hydrate (1:1) → HCID 59280221, compound

HRID 1913185Notes

Reaction equation

HRID 1913185 reaction equation
[C:1]([O:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10](Cl)=[N:11][CH:12]=1)([CH3:4])([CH3:3])[CH3:2].O.[NH2:15][NH2:16]>C(O)C>[C:1]([O:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([NH:15][NH2:16])=[N:11][CH:12]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 29001017HCID 29001017, compound

Product 1

HCID 59280221HCID 59280221, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7.9 g (40.0 mmol) of the compound from Example 13A are dissolved in 45 ml of ethanol. The solution is divided into three reaction vessels, and in each case 6.6 g (131.9 mmol) of hydrazine hydrate are added. Each reaction mixture is reacted in each case for 4 h at 170° C. in a single-mode microwave oven (CEM Explorer). The three mixtures are then combined, and the solvent is removed. The residue is taken up in ethyl acetate and washed once with saturated sodium bicarbonate solution. The aqueous phase is reextracted once with ethyl acetate. The two ethyl acetate phases are combined and washed once with saturated sodium chloride solution. The mixture is dried over magnesium sulfate and the solvent is removed. The residue is triturated with petroleum ether, and the solid obtained is filtered off and dried under high vacuum.

Workup

  1. customThe solution is divided into three reaction vessels
  2. customEach reaction mixture is reacted in each case for 4 h at 170° C. in a single-mode microwave oven (CEM Explorer)
  3. customthe solvent is removed
  4. washwashed once with saturated sodium bicarbonate solution
  5. washwashed once with saturated sodium chloride solution
  6. dry with materialThe mixture is dried over magnesium sulfate
  7. customthe solvent is removed
  8. customThe residue is triturated with petroleum ether
  9. customthe solid obtained
  10. filtrationis filtered off
  11. customdried under high vacuum

Sources & evidence

ORD record
ord-d8424065cdd242658cea790c3f84353c
Source dataset
uspto-grants-2013_12
Patent number
US08609698B2

Reaction notes

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