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Ethanethiol → 2-(Ethylthio)-5-nitropyridine

HRID 868348
Notes
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Reaction equation

HRID 868348 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[CH2:11]([SH:13])[CH3:12].[H-].[Na+]>O1CCCC1>[CH2:11]([S:13][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1)[CH3:12]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 24758Sodium hydrideHCID 783082-Chloro-5-nitropyridine

Product 1

HCID 107975712-(Ethylthio)-5-nitropyridineYield 86.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Ethylthio-5-nitropyridine (5.0 g) is prepared in substantially the same manner as in the first paragraph of Reference Example 4, using 5.0 g of 2-chloro-5-nitropyridine, 2.0 g of ethyl mercaptan, 1.4 g of sodium hydride (about 60%, in oil), and 20 ml of dry tetrahydrofuran.

Sources & evidence

ORD record
ord-73a1bdca55bc45eab376b4128e26993f
Source dataset
uspto-grants-1988_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04778796

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes