1-Iodopentane → HCID 23659325, compound

HRID 1968395Notes

Reaction equation

HRID 1968395 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][CH2:14][CH3:15].Cl[C:17]1[C:18]([C:23]#[N:24])=[N:19][CH:20]=[CH:21][N:22]=1>CN(C=O)C.C1C=CC=CC=1>[CH2:11]([S:6][C:5]1[S:1][C:2]([S:7][C:17]2[C:18]([C:23]#[N:24])=[N:19][CH:20]=[CH:21][N:22]=2)=[N:3][N:4]=1)[CH2:12][CH2:13][CH2:14][CH3:15]

Participants

7

Reactant 4

HCID 123351-IodopentaneHCID 24758Sodium hydride2×HCID 2924653-Chloropyrazine-2-carbonitrileHCID 178418558HCID 178418558, compound

Product 1

HCID 23659325HCID 23659325, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared according to 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-iodopentane (0.30 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-6ef3f94cb54941fca5fd5f075f0e669b
Source dataset
uspto-grants-2013_04
Patent number
US08426358B2

Reaction notes

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