3,4-Dichlorophenol → HCID 13560241, compound

HRID 637804Notes

Reaction equation

HRID 637804 reaction equation
Cl[C:2]1[C:3]([C:12]#[N:13])=[N:4][C:5]([S:8][CH2:9][CH2:10][CH3:11])=[CH:6][CH:7]=1.[Cl:14][C:15]1[CH:16]=[C:17]([OH:22])[CH:18]=[CH:19][C:20]=1[Cl:21].CC([O-])(C)C.[K+]>CS(C)=O.C1COCC1>[Cl:14][C:15]1[CH:16]=[C:17]([CH:18]=[CH:19][C:20]=1[Cl:21])[O:22][C:2]1[C:3]([C:12]#[N:13])=[N:4][C:5]([S:8][CH2:9][CH2:10][CH3:11])=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 72583,4-DichlorophenolHCID 13560207HCID 13560207, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 13560241HCID 13560241, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8028TetrahydrofuranSolvent

Procedure

3-Chloro-6-propylthio-2-pyridinecarbonitrile (6.2 g) was mixed with 5.7 g of 3,4-dichlorophenol and 3.9 g of t-BuOK in 30 ml of DMSO and 30 ml THF. The desired, 3-(3,4-dichlorophenoxy)-6-propylthio-2-pyridinecarbonitrile was recovered, b.p. 203° C. (at 0.2 mm Hg).

Workup

  1. custom3-(3,4-dichlorophenoxy)-6-propylthio-2-pyridinecarbonitrile was recovered

Sources & evidence

ORD record
ord-5173c0464f344c9f83df49005496a7a1
Source dataset
uspto-grants-1985_12
Patent number
US04558134

Reaction notes

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