Sodium hydride → 2-Chloro-3-(5-(methylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine

HRID 1968405Notes

Reaction equation

HRID 1968405 reaction equation
[CH3:1][S:2][C:3]1[S:7][C:6]([SH:8])=[N:5][N:4]=1.[H-].[Na+].Cl[C:12]1[C:17]([Cl:18])=[N:16][CH:15]=[CH:14][N:13]=1>CN(C=O)C.C1C=CC=CC=1>[Cl:18][C:17]1[C:12]([S:8][C:6]2[S:7][C:3]([S:2][CH3:1])=[N:4][N:5]=2)=[N:13][CH:14]=[CH:15][N:16]=1

Participants

6

Reactant 3

HCID 24758Sodium hydrideHCID 785752,3-DichloropyrazineHCID 1785036205-methylsulfanyl-1,3,4-thiadiazole-2-thiol

Product 1

HCID 236595172-Chloro-3-(5-(methylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

The title compound was prepared according the procedure described in Example 1 by using 5-(methylthio)-1,3,4-thiadiazole-2-thiol (1.64 g, 10.00 mmol), NaH (60% dispersion in mineral oil, 445 mg, 11.00 mmol), and 2,3-dichloropyrazine (1.04 ml, 10.00 mmol) in DMF and benzene (12 ml, 1/1) by stirring at 50° C. for 20 hr and then at 110° C. for 4 hr under nitrogen atmosphere.

Workup

  1. waitat 110° C. for 4 hr under nitrogen atmosphere

Sources & evidence

ORD record
ord-c321426676554518839d89780344a019
Source dataset
uspto-grants-2013_04
Patent number
US08426358B2

Reaction notes

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