Hydrogen Peroxide → 4-(2-Hydroxyethyl)-1lambda~4~,4-thiazinane-1,3-dione

HRID 1719204Notes

Reaction equation

HRID 1719204 reaction equation
OO.[OH:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][S:9][CH2:8][C:7]1=[O:12].C(OC(=O)C)(=[O:15])C.C(OC(C)C)(C)C.C(O)(C)C>>[OH:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][S:9](=[O:15])[CH2:8][C:7]1=[O:12]

Participants

5

Reactant 4

HCID 784Hydrogen PeroxideHCID 7918Acetic AnhydrideHCID 132455344-(2-Hydroxyethyl)thiomorpholin-3-oneHCID 21202047Isopropyl alcohol isopropyl ether

Product 1

HCID 132455354-(2-Hydroxyethyl)-1lambda~4~,4-thiazinane-1,3-dione

Procedure

This sulfoxide is prepared by reacting, for a week, one equivalent of H2O2 with 4-(2-hydroxyethyl) 3-thiamorpholinone (obtained in Example 9) solubilized at 0° C. in an acetic acid-acetic anhydride mixture. After concentration of the mixture the resulting liquid is solubilized in a minimum of an isopropyl ether-isopropyl alcohol mixture. Starting with this solution, placed at -25° C., white crystals whose melting point is 45° C. are isolated.

Workup

  1. waitby reacting, for a week
  2. customplaced at -25° C.
  3. customwhite crystals whose melting point is 45° C. are isolated

Sources & evidence

ORD record
ord-f9cfd7f21d7a410796ee2c2f837cc86f
Source dataset
uspto-grants-1985_09
Patent number
US04539320

Reaction notes

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