4,4-Diphenylsemicarbazide → HCID 57100418, compound

HRID 234715Notes

Reaction equation

HRID 234715 reaction equation
[CH3:1][O:2][C:3](=[O:18])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH2:8][CH2:9][CH:10]([CH:16]=O)[CH2:11]2.[C:19]1([N:25]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:26](=[O:29])[NH:27][NH2:28])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(O)C>[C:19]1([N:25]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:26](=[O:29])[NH:27][N:28]=[CH:16][CH:10]2[CH2:9][CH2:8][C:7]3[C:12](=[CH:13][CH:14]=[CH:15][C:6]=3[O:5][CH2:4][C:3]([O:2][CH3:1])=[O:18])[CH2:11]2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 690494,4-DiphenylsemicarbazideHCID 23355356HCID 23355356, compound

Product 1

HCID 57100418HCID 57100418, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl(2-formyl-1,2,3,4-tetrahydronaphthalen-5-yl)oxyacetate (248 mg), prepared by the same procedure as reference example 1, m ethanol (10 ml) was added 4,4-diphenylsemicarbazide (0.27 g) under an atmosphere of argon. After stirred for 1 h at room temperature, the mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol:methylene chloride=3:100) to give the title compound (444 mg) having the following physical data.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (methanol:methylene chloride=3:100)

Sources & evidence

ORD record
ord-81be81ba94a9480dadb125e6267e7342
Source dataset
uspto-grants-1997_01
Patent number
US05596009

Reaction notes

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