Hexachloroethane → HCID 10125811, compound

HRID 1444037Notes

Reaction equation

HRID 1444037 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([S:9]([NH:12][C:13]2[C:18]([O:19][CH3:20])=[N:17][CH:16]=[CH:15][N:14]=2)(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.C([N-]C(C)C)(C)C.[Li+].C(NC(C)C)(C)C.C([Li])CCC.[Cl:41]C(Cl)(Cl)C(Cl)(Cl)Cl>O1CCCC1>[Cl:41][C:4]1[C:3]([O:2][CH3:1])=[CH:8][CH:7]=[CH:6][C:5]=1[S:9]([NH:12][C:13]1[C:18]([O:19][CH3:20])=[N:17][CH:16]=[CH:15][N:14]=1)(=[O:11])=[O:10]

Participants

7

Reactant 5

HCID 6214HexachloroethaneHCID 7912DiisopropylamineHCID 2724682Lithium diisopropylamideHCID 59168216HCID 59168216, compoundHCID 178418339Butyllithium

Product 1

HCID 10125811HCID 10125811, compoundYield 46.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared as for Example 130, 3-methoxy-N-(3-methoxy-2-pyrazinyl)benzenesulphonamide (Example 132a) (0.295 g), lithium di-iso-propylamide (prepared from di-iso-propylamine (0.30 g) and n-butyl lithium (0.96 mL of a 2.5M solution in hexanes)) and hexachloroethane (0.994 g) in anhydrous tetrahydrofuran (20 mL) afforded the titled compound (0.152 g) as a white solid after re-crystallisation from tert-butyl methylether.

Sources & evidence

ORD record
ord-34b9c46eac384faba52a5fcc62110f19
Source dataset
uspto-grants-2010_02
Patent number
US07662825B2

Reaction notes

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