Hydrazine → HCID 68154431, compound

HRID 341031Notes

Reaction equation

HRID 341031 reaction equation
[C:1]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:6]=[CH:5][C:4]([CH2:7][N:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=S)[C:10]([C:19](OCC)=[O:20])=[CH:9]2)=[CH:3][CH:2]=1.[NH2:30][NH2:31]>C(O)C>[C:1]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:6]=[CH:5][C:4]([CH2:7][N:8]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[C:11]3=[N:30][NH:31][C:19](=[O:20])[C:10]3=[CH:9]2)=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86668673HCID 86668673, compound

Product 1

HCID 68154431HCID 68154431, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 1-(biphenyl-4-ylmethyl)-4-thioxo-1,4-dihydroquinoline-3-carboxylate (0.43 g, 1.1 mmol) and hydrazine (38 μL, 1.1 mmol, 1 equiv) were combined in absolute ethanol (10 mL) and placed into a preheated oil bath at 75° C. for 1 hour. The mixture was cooled to ambient temperature and concentrated in vacuo. The residue was purified by silica gel gradient chromatography (100:0 to 90:10; dichloromethane:methanol), providing the titled compound.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by silica gel gradient chromatography (100:0 to 90:10; dichloromethane:methanol)

Sources & evidence

ORD record
ord-e06bcce6d8e64b21beefc12ba3884aae
Source dataset
uspto-grants-2014_11
Patent number
US08895580B2

Reaction notes

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