Hydrazine hydrate (1:1) → HCID 69189942, compound

HRID 1028470Notes

Reaction equation

HRID 1028470 reaction equation
[CH3:1][O:2][C:3]1[CH:33]=[CH:32][C:6]([O:7][C:8]2[S:9][C:10]([C:13]3[CH:18]=[CH:17][C:16]([CH:19]([N:21]4C(=O)C5C(=CC=CC=5)C4=O)[CH3:20])=[CH:15][CH:14]=3)=[CH:11][N:12]=2)=[CH:5][CH:4]=1.O.NN>C(Cl)Cl.C(O)C>[CH3:1][O:2][C:3]1[CH:33]=[CH:32][C:6]([O:7][C:8]2[S:9][C:10]([C:13]3[CH:18]=[CH:17][C:16]([CH:19]([NH2:21])[CH3:20])=[CH:15][CH:14]=3)=[CH:11][N:12]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 69438910HCID 69438910, compound

Product 1

HCID 69189942HCID 69189942, compoundYield 111.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of Example 11C (770 mg, 1.69 mmol) in methylene chloride (20 mL) and ethanol (2 min) was added hydrazine monohydrate (540 μL, 11.1 mmol, 6.6 eq.) at room temperature. The mixture was stirred at room temperature overnight. The mixture was filtered. The filtrate was concentrated. The residue was dissolved in methylene chloride again, which was filtered and the filtrate was concentrated to give the title compound (615 mg), which was used without further purification.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationThe filtrate was concentrated
  3. dissolutionThe residue was dissolved in methylene chloride again
  4. filtrationwhich was filtered
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-bca705a8bc3a4cc1a07a71f5cb62631a
Source dataset
uspto-grants-2014_05
Patent number
US08735595B2

Reaction notes

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