Hydrazine hydrate (1:1) → HCID 69435781, compound

HRID 404882Notes

Reaction equation

HRID 404882 reaction equation
[CH:1]([O:4][C:5]1[CH:35]=[CH:34][C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:20]=[C:19]([CH:21]([N:23]4C(=O)C5C(=CC=CC=5)C4=O)[CH3:22])[O:18][N:17]=3)=[CH:12][CH:11]=2)=[CH:7][CH:6]=1)([CH3:3])[CH3:2].O.NN>ClCCl.C(O)C>[CH:1]([O:4][C:5]1[CH:35]=[CH:34][C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:20]=[C:19]([CH:21]([NH2:23])[CH3:22])[O:18][N:17]=3)=[CH:12][CH:11]=2)=[CH:7][CH:6]=1)([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 69438122HCID 69438122, compound

Product 1

HCID 69435781HCID 69435781, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of Example 17E (168 g, 3.59 mmol) in dichloromethane (25 ml) and ethanol (2.5 mL) was added hydrazine monohydrate (100 mL, 20.6 mmol). The mixture was stirred at room temperature overnight. The reaction was filtered and the filtrate concentrated. The residue was dissolved in dichloromethane again and filtered. The filtrate was concentrated to give the amine as a colorless oil (1.20 g, theory: 100%).

Workup

  1. filtrationThe reaction was filtered
  2. concentrationthe filtrate concentrated
  3. dissolutionThe residue was dissolved in dichloromethane again
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-104bbf2510984327a0f3a82a2e29a7ed
Source dataset
uspto-grants-2014_06
Patent number
US08748627B2

Reaction notes

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