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Sodium hydride → 2-Chloro-4-methylmercapto-6-(3-thienylmethyloxy)pyridine

HRID 55129
Notes
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Reaction equation

HRID 55129 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][OH:7])=[CH:2]1.[H-].[Na+].[Cl:10][C:11]1[CH:16]=[C:15]([S:17][CH3:18])[CH:14]=[C:13](Cl)[N:12]=1>O1CCCC1>[Cl:10][C:11]1[CH:16]=[C:15]([S:17][CH3:18])[CH:14]=[C:13]([O:7][CH2:6][C:3]2[CH:4]=[CH:5][S:1][CH:2]=2)[N:12]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 123570Thiophene-3-methanolHCID 189502312,6-Dichloro-4-(methylthio)pyridine

Product 1

HCID 539581302-Chloro-4-methylmercapto-6-(3-thienylmethyloxy)pyridine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution containing 3-thiophenemethanol (0.56 g, 0.0041×1.2 mol) and sodium hydride (0.17 g, (ca.60% in mineral oil), 0.0041×1.05 mol) in tetrahydrofuran, 2,6- dichloro-4-methylmercaptopyridine (0.80 g, 0. 0041 mol) was added, and the resultant solution was refluxed for about 2 hours.

Workup

  1. additionwas added

Sources & evidence

ORD record
ord-616d9f37c73c42489fa4cc1f958488ae
Source dataset
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05624942

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes