Ethanol → HCID 178426270, compound

HRID 555627Notes

Reaction equation

HRID 555627 reaction equation
[NH2:1][N:2]1[CH2:6][C:5](=[O:7])[N:4]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][CH:9]=2)[C:3]1=[S:17].[CH3:18][C:19]1[CH:20]=[C:21]([N:26]2[C:30]([OH:31])=[C:29]([CH:32]=O)[C:28]([CH3:34])=[N:27]2)[CH:22]=[CH:23][C:24]=1[CH3:25].C(O)C>CO>[C:14]([C:11]1[CH:10]=[CH:9][C:8]([N:4]2[C:5](=[O:7])[CH2:6][N:2]([N:1]=[CH:32][C:29]3[C:28]([CH3:34])=[N:27][N:26]([C:21]4[CH:22]=[CH:23][C:24]([CH3:25])=[C:19]([CH3:18])[CH:20]=4)[C:30]=3[OH:31])[C:3]2=[S:17])=[CH:13][CH:12]=1)([OH:16])=[O:15]

Participants

5

Reactant 3

HCID 702EthanolHCID 859639971-Amino-3-(4-carboxyphenyl)-2-thioxoimidazolidin-4-oneHCID 178426271HCID 178426271, compound

Product 1

HCID 178426270HCID 178426270, compoundYield 93.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

50 mg (0.2 mmol) of the 1-amino-3-(4-carboxyphenyl)-2-thioxoimidazolidin-4-one synthesized above in 1) and 55 mg (0.22 mmol) of the 1-(3,4-dimethylphenyl)-5-hydroxy-3-methyl-1H-pyrazole-4-carbaldehyde synthesized in 1) of Reference Synthetic Example 1 were stirred in a liquid mixture of 10 ml of ethanol and 5 ml of methanol at room temperature for 96 hours. The resulting insoluble was collected by filtration to obtain 87 mg of the desired product as a yellow solid (yield 85%).

Workup

  1. customsynthesized in 1) of Reference Synthetic Example 1
  2. filtrationThe resulting insoluble was collected by filtration

Sources & evidence

ORD record
ord-649082928b6543a89a475965a3db9486
Source dataset
uspto-grants-2011_11
Patent number
US08053453B2

Reaction notes

Loading…