4-Methylbenzenethiol → HCID 13456039, compound

HRID 1905916Notes

Reaction equation

HRID 1905916 reaction equation
[Cl:1][C:2]1[N:9]=[C:8](Cl)[C:7]([F:11])=[CH:6][C:3]=1[C:4]#[N:5].[K].[CH3:13][C:14]1[CH:19]=[CH:18][C:17]([SH:20])=[CH:16][CH:15]=1.[OH-].[K+]>C(O)C>[Cl:1][C:2]1[N:9]=[C:8]([S:20][C:17]2[CH:18]=[CH:19][C:14]([CH3:13])=[CH:15][CH:16]=2)[C:7]([F:11])=[CH:6][C:3]=1[C:4]#[N:5]

Participants

6

Reactant 4

HCID 78114-Methylbenzenethiol2×HCID 14797Potassium HydroxideHCID 27338492,6-Dichloro-5-fluoro-3-pyridinecarbonitrileHCID 5462222Potassium

Product 1

HCID 13456039HCID 13456039, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,6-Dichloro-5-fluoronicotinonitrile (32.5 g) in ethanol (400 ml) was treated at room temperature with potassium salt of p-thiocresol, prepared from p-thiocresol (23.2 g) and potassium hydroxide (12.2 g), to give 2-chloro-6-(p-tolylthio)-5-fluoronicotinonitrile (42.4 g), m.p. 124°-125° C.

Sources & evidence

ORD record
ord-56dbf36c1ff84f2bbf8a9fc2abd8a882
Source dataset
uspto-grants-1987_03
Patent number
US04649144

Reaction notes

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