Water → HCID 20429147, compound

HRID 615127Notes

Reaction equation

HRID 615127 reaction equation
[Cl:1][C:2]1[C:7](=[O:8])[C:6](Cl)=[N:5][S:4][N:3]=1.O.[CH3:11][O:12][C:13]1[CH:14]=[C:15](O)[CH:16]=[C:17]([O:19][CH3:20])[CH:18]=1.[OH-].[Na+]>C(Cl)Cl.[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:1][C:2]1[C:7](=[O:8])[C:6]([C:15]2[CH:14]=[C:13]([O:12][CH3:11])[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=2)=[N:5][S:4][N:3]=1

Participants

7

Reactant 4

HCID 962WaterHCID 103833,5-DimethoxyphenolHCID 14798Sodium HydroxideHCID 3540263,5-Dichloro-4H-1,2,6-thiadiazin-4-one

Product 1

HCID 20429147HCID 20429147, compound

Reagents, catalysts & solvents 2

HCID 70681Tetrabutylammonium ChlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 1.83 g of 3,5-dichloro-4H-1,2,6-thiadiazin-4-one in 50 ml CH2Cl2 is added a solution of 50 ml of water, 1.54 g of 3,5-dimethoxyphenol, 5 ml of 2N aqueous sodium hydroxide solution and 0.1 g of tetra-n-butylammonium chloride. The two phase mixture is stirred at room temperature for 3 hours. Then the layers are separated, and the organic layer is dried over magnesium sulfate and concentrated. The residue is recrystallized from alcohol to yield white crystals, mp 121°-124°.

Workup

  1. customThen the layers are separated
  2. dry with materialthe organic layer is dried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue is recrystallized from alcohol
  5. customto yield white crystals, mp 121°-124°

Sources & evidence

ORD record
ord-03ed6dd17bcf4bc1b86094bbf6d598ff
Source dataset
uspto-grants-1985_02
Patent number
US04497807

Reaction notes

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