Water → HCID 15766688, compound

HRID 1707565Notes

Reaction equation

HRID 1707565 reaction equation
[CH:1]([N:5]1[C:9]2[CH:10]=[C:11]([N:15]3[C:20](=[O:21])[CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[NH:17][C:16]3=[O:26])[C:12]([F:14])=[CH:13][C:8]=2[S:7][C:6]1=[O:27])([CH2:3][CH3:4])[CH3:2].CI.[C:30](=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH:1]([N:5]1[C:9]2[CH:10]=[C:11]([N:15]3[C:20](=[O:21])[CH:19]=[C:18]([C:22]([F:23])([F:25])[F:24])[N:17]([CH3:30])[C:16]3=[O:26])[C:12]([F:14])=[CH:13][C:8]=2[S:7][C:6]1=[O:27])([CH2:3][CH3:4])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 15766686HCID 15766686, compound

Product 1

HCID 15766688HCID 15766688, compoundYield 48.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1-[3-sec-butyl-6-fluoro-2 (3H)benzothiazolon-5-yl]-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidine-2,6-dione (2.0 g) in dimethylformamide (10 g), methyl iodide (0.5 g) and potassium carbonate (1.6 g) were added, and the resultant mixture was heated at 40° to 80° C. for 3 hours. After completion of the reaction, the reaction mixture was poured into water, and the precipitated crystals were collected by filtraction, washed and dried. The residue was purified by column chromatography to give 1-[3-sec-butyl-6-fluoro-2(3H) -benzothiazolon-5-yl]-3-metyl -4-trifluoromethyl-1,2,3,6-tetrahydropyrimidine-2,6-dione (1.0 g ).

Workup

  1. customAfter completion of the reaction
  2. customthe precipitated crystals were collected by filtraction
  3. washwashed
  4. customdried
  5. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-13f798de9835414a94e71ee4fd4da618
Source dataset
uspto-grants-1994_10
Patent number
US05354730

Reaction notes

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