HCID 86594972, compound → HCID 178471692, compound

HRID 1759699Notes

Reaction equation

HRID 1759699 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=S)[NH:11][C@H:12]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:16][CH:15]=1>CN(C=O)C.Cl[Hg]Cl>[CH2:27]([O:26][C:24](=[O:25])[CH2:23][CH2:22][CH2:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([CH2:13][C@@H:12]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[NH:11][C:10]2[NH:9][C:3]3[CH:4]=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=3[N:1]=2)=[CH:15][CH:16]=1)[CH3:28]

Participants

4

Reactant 1

HCID 86594972HCID 86594972, compound

Product 1

HCID 178471692HCID 178471692, compoundYield 87.6%

Reagents, catalysts & solvents 2

HCID 24085Mercuric ChlorideCatalystHCID 6228DimethylformamideSolvent

Procedure

70 mg of HgCl2 is added to the amino thiourea 4-3b (55 mg) in 5 ml of DMF and 0.5 ml of TEA, followed by agitating for 2 hours at ambient temperature, evaporating under reduced pressure and taking up in a water/NaHCO3/AcOEt mixture, decanting, drying the organic phase over Na2SO4 and evaporating to dryness under reduced pressure. 45 mg of crude product 4-4b is obtained.

Workup

  1. customevaporating under reduced pressure
  2. customdecanting
  3. dry with materialdrying the organic phase over Na2SO4
  4. customevaporating to dryness under reduced pressure

Sources & evidence

ORD record
ord-ee198aaebea54245a3999e07d0b8e8b6
Source dataset
uspto-grants-2005_01
Patent number
US06838453B2

Reaction notes

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