4-Fluoroaniline → HCID 178466974, compound

HRID 2368518Notes

Reaction equation

HRID 2368518 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]([O:15]CC)=O)=[C:11]([CH3:18])[N:10]=[C:9]2[SH:19])=[CH:4][CH:3]=1.F[C:21]1C=CC(N)=CC=1.ClC(C(=O)C)C(=O)C.[S-]C#N.[K+]>C(#N)C.C(O)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([C:13](=[O:15])[CH3:21])=[C:11]([CH3:18])[N:10]=[C:9]2[SH:19])=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 97314-FluoroanilineHCID 743283-Chloro-2,4-pentanedioneHCID 516872Potassium thiocyanateHCID 178469260HCID 178469260, compound

Product 1

HCID 178466974HCID 178466974, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6342AcetonitrileSolvent

Procedure

1-(1-(4-Fluorophenyl)-2-mercapto-4-methyl-1H-imidazol-5-yl)ethanone (60) was prepared in a similar manner as that described for the synthesis of compound 57 using 4-fluoroaniline (2 g, 18 mmol), 3-chloropentane-2,4-dione (2.7 g, 19.8 mmol), potassium thiocyanate (3.5 g, 36 mmol) and acetic acid (10 mL) in acetonitrile (100 mL).

Sources & evidence

ORD record
ord-cc6532f8fcd74d3f9335fc51257a3111
Source dataset
uspto-grants-2014_04
Patent number
US08703776B2

Reaction notes

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