Hexachloroethane → HCID 10125692, compound

HRID 1444035Notes

Reaction equation

HRID 1444035 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([S:8]([NH:11][C:12]2[C:17]([O:18][CH3:19])=[N:16][CH:15]=[CH:14][N:13]=2)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.C([N-]C(C)C)(C)C.[Li+].C(NC(C)C)(C)C.C([Li])CCC.[Cl:40]C(Cl)(Cl)C(Cl)(Cl)Cl>O1CCCC1>[Cl:40][C:3]1[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=1[S:8]([NH:11][C:12]1[C:17]([O:18][CH3:19])=[N:16][CH:15]=[CH:14][N:13]=1)(=[O:10])=[O:9]

Participants

7

Reactant 5

HCID 6214HexachloroethaneHCID 7912DiisopropylamineHCID 2724682Lithium diisopropylamideHCID 59168142HCID 59168142, compoundHCID 178418339Butyllithium

Product 1

HCID 10125692HCID 10125692, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared as for Example 130, 3-fluoro-N-(3-methoxy-2-pyrazinyl)benzenesulphonamide (Example 131a) (0.283 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 (0.092 g) as a white solid after re-crystallisation from tert-butyl methylether.

Sources & evidence

ORD record
ord-ef0fbb54e9a44aebadec159c91281aba
Source dataset
uspto-grants-2010_02
Patent number
US07662825B2

Reaction notes

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