Sulfuryl chloride → HCID 22339120, compound

HRID 585165Notes

Reaction equation

HRID 585165 reaction equation
S(Cl)([Cl:4])(=O)=O.[Cl:6][C:7]1[CH:8]=[CH:9][C:10]([O:31][CH3:32])=[C:11]([C:13]2([F:30])[C:21]3[C:16](=[CH:17][C:18]([C:22]([F:25])([F:24])[F:23])=[CH:19][CH:20]=3)[N:15]([CH2:26]SC)[C:14]2=[O:29])[CH:12]=1>ClCCl>[Cl:6][C:7]1[CH:8]=[CH:9][C:10]([O:31][CH3:32])=[C:11]([C:13]2([F:30])[C:21]3[C:16](=[CH:17][C:18]([C:22]([F:25])([F:24])[F:23])=[CH:19][CH:20]=3)[N:15]([CH2:26][Cl:4])[C:14]2=[O:29])[CH:12]=1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 22339121HCID 22339121, compound

Product 1

HCID 22339120HCID 22339120, compoundYield 104.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Alternate Method: Sulfuryl chloride (135 mg, 80.2 μL, 1 mmol) was added at room temperature to a dichloromethane (10 mL) solution of 3-(5-chloro-2-methoxy-phenyl)-3-fluoro-1-methylsulfanylmethyl-6-trifluoromethyl-1,3-dihydro-indol-2-one (420 mg, 1 mmol) in a round-bottomed flask equipped with nitrogen inlet and magnetic stirrer. After stirring the reaction mixture at room temperature for 20 minutes, the crude solution was concentrated in vacuo to afford 3-(5-chloro-2-methoxy-phenyl)-1-chloromethyl-3-fluoro-6-trifluoromethyl-1,3-dihydro-indol-2-one (425 mg, 100% crude yield) as a light yellow solution. Step C: Phosphoric acid mono-[3-(5-chloro-2-methoxy-phenyl)-3-fluoro-2-oxo-6-trifluoromethyl-2,3-dihydro-indol-1-ylmethyl] ester, bis-[tris(hydroxymethyl)ammoniummethane] salt

Workup

  1. customequipped with nitrogen inlet and magnetic stirrer
  2. concentrationthe crude solution was concentrated in vacuo

Sources & evidence

ORD record
ord-dfd5a1ac67ac43579321427fde17170d
Source dataset
uspto-grants-2005_08
Patent number
US06930100B2

Reaction notes

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