3,4-Dichlorophenol → HCID 13560240, compound

HRID 637803Notes

Reaction equation

HRID 637803 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]#[N:9])[C:5]([S:10][CH2:11][CH2:12][CH3:13])=[CH:4][CH:3]=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[N:7]=[C:6]([C:8]#[N:9])[C:5]([S:10][CH2:11][CH2:12][CH3:13])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 72583,4-DichlorophenolHCID 13560206HCID 13560206, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 13560240HCID 13560240, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8028TetrahydrofuranSolvent

Procedure

6-Chloro-3-propylthio-2-pyridinecarbonitrile (12.8 g) was mixed with 10.6 g of 3,4-dichlorophenol in the presence of 7.3 g of t-BuOK in DMSO (10 ml) and THF (100 ml). The desired, 6-(3,4-dichlorophenoxy)-3-propylthio-2-pyridinecarbonitrile was recovered, m.p. 67°-69° C.

Workup

  1. custom6-(3,4-dichlorophenoxy)-3-propylthio-2-pyridinecarbonitrile was recovered

Sources & evidence

ORD record
ord-a4512637b126431e96f37e811d7d8555
Source dataset
uspto-grants-1985_12
Patent number
US04558134

Reaction notes

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