Butyl iodide → HCID 23659149, compound

HRID 1968393Notes

Reaction equation

HRID 1968393 reaction equation
[S:1]1[C:5]([SH:6])=[N:4][N:3]=[C:2]1[SH:7].[H-].[Na+].I[CH2:11][CH2:12][CH2:13][CH3:14].Cl[C:16]1[C:17]([C:22]#[N:23])=[N:18][CH:19]=[CH:20][N:21]=1>CN(C=O)C.C1C=CC=CC=1>[CH2:11]([S:6][C:5]1[S:1][C:2]([S:7][C:16]2[C:17]([C:22]#[N:23])=[N:18][CH:19]=[CH:20][N:21]=2)=[N:3][N:4]=1)[CH2:12][CH2:13][CH3:14]

Participants

7

Reactant 4

HCID 10962Butyl iodideHCID 24758Sodium hydride2×HCID 2924653-Chloropyrazine-2-carbonitrileHCID 178418558HCID 178418558, compound

Product 1

HCID 23659149HCID 23659149, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared according to the procedure described in Example 4 by using 1,3,4-thiadiazole-2,5-dithiol (300 mg, 2.00 mmol), NaH (60% dispersion in mineral oil, 88 mg, 2.20 mmol), 1-iodobutane (0.263 ml, 2.30 mmol), NaH (60% dispersion in mineral oil, 88 mg, 2.20 mmol), and 3-chloropyrazine-2-carbonitrile (280 mg, 2.00 mmol) in DMF and benzene (8 ml, 1/1) by stirring at room temperature under nitrogen atmosphere overnight.

Sources & evidence

ORD record
ord-9f1df8c0bc65457584b2d0fbf599101a
Source dataset
uspto-grants-2013_04
Patent number
US08426358B2

Reaction notes

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