Isopropyl iodide → HCID 19834906, compound

HRID 477882Notes

Reaction equation

HRID 477882 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[S:10](=[O:12])(=[O:11])[N:9]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=3)[C:8](=[O:23])[N:7]([CH3:24])[C:6]=2[CH:25]=1.C(=O)([O-])[O-].[K+].[K+].I[CH:33]([CH3:35])[CH3:34]>CN(C)C=O>[F:22][C:19]([F:20])([F:21])[C:16]1[CH:15]=[CH:14][C:13]([N:9]2[C:8](=[O:23])[N:7]([CH3:24])[C:6]3[CH:25]=[C:2]([O:1][CH:33]([CH3:35])[CH3:34])[CH:3]=[CH:4][C:5]=3[S:10]2(=[O:12])=[O:11])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 19872558HCID 19872558, compound

Product 1

HCID 19834906HCID 19834906, compoundYield 56.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of 6-hydroxy-4-methyl-2-(4-trifluoromethylphenyl)-2H-1,2,4-benzothiadiazine-3(4H)-one 1,1-dioxide (124 mg), potassium carbonate (55 mg) and 2-iodopropane (68 mg) in N,N-dimethyl formamide (1 ml) was stirred for 2 hours at 60° C. The mixture was poured into ice water. The separated solid was collected by filtration, dried, and recrystallized from ethanol to yield 2-(4-trifluoromethylphenyl)-4-methyl-6-isopropoxy-2H-1,2,4-benzothiadiazine-3(4H)-one 1,1-dioxide (78 mg).

Workup

  1. filtrationThe separated solid was collected by filtration
  2. customdried
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-9af4e434f1b74cbda842b76e047e9eee
Source dataset
uspto-grants-1989_12
Patent number
US04889851

Reaction notes

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