1,1'-Thiocarbonyldi-2(1H)-pyridone → HCID 86649914, compound

HRID 1803159Notes

Reaction equation

HRID 1803159 reaction equation
[F:1][CH:2]([F:17])[C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][C:9]=2[O:15][CH3:16])[CH:7]=1.[C:18](N1C=CC=CC1=O)(N1C=CC=CC1=O)=[S:19]>ClCCl>[F:17][CH:2]([F:1])[C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:14]=[CH:13][C:11]([N:12]=[C:18]=[S:19])=[CH:10][C:9]=2[O:15][CH3:16])[CH:7]=1

Participants

4

Reactant 2

HCID 8531621,1'-Thiocarbonyldi-2(1H)-pyridoneHCID 58075671HCID 58075671, compound

Product 1

HCID 86649914HCID 86649914, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Step N (5): Dichloromethane (100 mL) was added to a flask charged with 4-(4-(difluoromethyl)-1H-imidazol-1-yl)-3-methoxyaniline (2.5 g, 10.45 mmol) and 1,1′-thiocarbonyldipyridin-2(1H)-one (2.43 g, 10.5 mmol). The resulting mixture was stirred for 18 h at rt. The reaction mixture was concentrated in vacuo. The crude products were purified using silica gel chromatography (0-2% EtOAc/chloroform, linear gradient) to afford 4-(difluoromethyl)-1-(4-isothiocyanato-2-methoxyphenyl)-1H-imidazole (2.26 g, 77% yield). LC-MS (M+H)+ 282.1.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe crude products were purified

Sources & evidence

ORD record
ord-0ff340007b244b93b9f6f5d6d2d92af6
Source dataset
uspto-grants-2013_01
Patent number
US08349880B2

Reaction notes

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