Epichlorohydrin → HCID 14578721, compound

HRID 1762083Notes

Reaction equation

HRID 1762083 reaction equation
[CH:1]([C:4]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[OH:22])[C:9](=[O:10])[N:8]([CH3:11])[C:7]2[CH:12]=[CH:13][CH:14]=[CH:15][C:6]=2[S:5]1)([CH3:3])[CH3:2].[OH-].[Na+].[CH2:25]([CH:27]1[O:29][CH2:28]1)Cl>O>[CH:1]([C:4]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH2:25][CH:27]2[CH2:28][O:29]2)[C:9](=[O:10])[N:8]([CH3:11])[C:7]2[CH:12]=[CH:13][CH:14]=[CH:15][C:6]=2[S:5]1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 13961088HCID 13961088, compound

Product 1

HCID 14578721HCID 14578721, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4.7 g (15.0 mmol) of 3,4-dihydro-2-isopropyl-4-methyl-2-(2-hydroxyphenyl)-2H-1,4-benzothiazin-3-one are stirred for 24 hours at 85° C. with 0.6 g of NaOH, 2 ml of H2O and 50 ml of epichlorohydrin. After dilution with water, the mixture is extracted with methylene chloride, and the extract is dried with sodium sulfate and concentrated. This gives 5.3 g of the title compound as a colorless oil.

Workup

  1. extractionAfter dilution with water, the mixture is extracted with methylene chloride
  2. dry with materialthe extract is dried with sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-106bc562742145909b544f1f8c898c25
Source dataset
uspto-grants-1989_05
Patent number
US04831028

Reaction notes

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