1,1'-Thiocarbonyldi-2(1H)-pyridone → HCID 86674498, compound

HRID 450332Notes

Reaction equation

HRID 450332 reaction equation
[C:1](N1C=CC=CC1=O)(N1C=CC=CC1=O)=[S:2].[C:17]([O:21][C:22](=[O:35])[NH:23][CH2:24][C:25]1[CH:30]=[C:29]([F:31])[C:28]([Cl:32])=[C:27]([NH2:33])[C:26]=1[Cl:34])([CH3:20])([CH3:19])[CH3:18]>O1CCOCC1>[C:17]([O:21][C:22](=[O:35])[NH:23][CH2:24][C:25]1[CH:30]=[C:29]([F:31])[C:28]([Cl:32])=[C:27]([N:33]=[C:1]=[S:2])[C:26]=1[Cl:34])([CH3:20])([CH3:18])[CH3:19]

Participants

4

Reactant 2

HCID 8531621,1'-Thiocarbonyldi-2(1H)-pyridoneHCID 86674497HCID 86674497, compound

Product 1

HCID 86674498HCID 86674498, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1,1′-Thiocarbonyldi-2-pyridone (4.03 g, 17.3 mmol) is added to a mixture of (3-amino-2,4-dichloro-5-fluoro-benzyl)-carbamic acid tert-butyl ester (5.37 g, 17.3 mmol) and dioxane (100 mL) and the mixture is stirred at reflux for 2 d. The mixture is concentrated, diluted with CH, filtered and the filtrate is diluted with DCM, filtered over silica gel and concentrated.

Workup

  1. temperatureat reflux for 2 d
  2. concentrationThe mixture is concentrated
  3. additiondiluted with CH
  4. filtrationfiltered
  5. additionthe filtrate is diluted with DCM
  6. filtrationfiltered over silica gel
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-6d4125704803434dab5a142afb4e909d
Source dataset
uspto-grants-2013_07
Patent number
US08486968B2

Reaction notes

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