Hydrazine → HCID 86614809, compound

HRID 1992798Notes

Reaction equation

HRID 1992798 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=O)[C:10]#[C:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH:5]=[CH:6][C:7]=1[Cl:8].[NH2:20][NH2:21]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]=[C:11]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[NH:21][N:20]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86095467HCID 86095467, compound

Product 1

HCID 86614809HCID 86614809, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of the intermediate from step B (4.74 g, 15.84 mmol) in DMF (30 mL) was added hydrazine (1.58 mL, 35% by wt., 17.43 mmol). After stirring the reaction at room temperature for 18 hours, it was concentrated in vacuo. The residue was suspended in ethyl acetate and washed with water (2×) and saturated NaCl solution (2×). The organic layer was dried over anhydrous MgSO4 filtered and concentrated in vacuo. 1H NMR (CDCl3, 500 MHz): 8.02 (s, 1H), 7.69 (d, J=8.2 Hz, 1H), 7.52 (d, J=8.2 Hz, 1H), 7.07 (s, 1H), 1.66 (s, 9H). LC-MS=2.52 min; (M+H−56)=257.1.

Workup

  1. customthe reaction at room temperature for 18 hours
  2. concentrationit was concentrated in vacuo
  3. washwashed with water (2×) and saturated NaCl solution (2×)
  4. dry with materialThe organic layer was dried over anhydrous MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customLC-MS=2.52 min

Sources & evidence

ORD record
ord-10f4c69668a44b7494d073d4eacd691a
Source dataset
uspto-grants-2010_01
Patent number
US07649009B2

Reaction notes

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