Hydrazine → HCID 67091109, compound

HRID 2075684Notes

Reaction equation

HRID 2075684 reaction equation
[CH3:1][O:2][C:3]([C:5]1([C:11]2[CH:16]=[C:15]([F:17])[CH:14]=[C:13]([O:18][CH2:19][C:20]3[CH:29]=[C:28]4[C:23]([C:24]([Cl:31])=[CH:25][C:26](Cl)=[N:27]4)=[CH:22][CH:21]=3)[CH:12]=2)[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:4].[NH2:32][NH2:33]>CCO>[CH3:1][O:2][C:3]([C:5]1([C:11]2[CH:16]=[C:15]([F:17])[CH:14]=[C:13]([O:18][CH2:19][C:20]3[CH:29]=[C:28]4[C:23]([C:24]([Cl:31])=[CH:25][C:26]([NH:32][NH2:33])=[N:27]4)=[CH:22][CH:21]=3)[CH:12]=2)[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:4]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86613829HCID 86613829, compound

Product 1

HCID 67091109HCID 67091109, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To 5b (1.7 g, 3.7 mmol) in EtOH (60 mL) was added hydrazine, anhydrous (10 mL), and the reaction was heated to 60° C. for 2 hours. After cooling to room temperature, the mixture was concentrated, and the residue was diluted with CH2Cl2 and water. The aqueous layer was extracted with CH2Cl2, and the combined organic layers were dried over MgSO4, filtered, and concentrated to give the desired product, 5c.

Workup

  1. temperatureAfter cooling to room temperature
  2. concentrationthe mixture was concentrated
  3. additionthe residue was diluted with CH2Cl2 and water
  4. extractionThe aqueous layer was extracted with CH2Cl2
  5. dry with materialthe combined organic layers were dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-8cb8a4cd3e6e4a599a07c2657b5ccede
Source dataset
uspto-grants-2011_04
Patent number
US07919621B2

Reaction notes

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