Tetramethyl orthocarbonate → 5-(3-Bromophenyl)-2-methoxy-6,6-dimethyl-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide

HRID 339839Notes

Reaction equation

HRID 339839 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([S:13]([NH2:16])(=[O:15])=[O:14])[C:9]([OH:12])([CH3:11])[CH3:10])[CH:5]=[CH:6][CH:7]=1.[CH3:17][O:18][C:19](OC)(OC)OC>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[C:9]([CH3:10])([CH3:11])[O:12][C:17]([O:18][CH3:19])=[N:16][S:13]2(=[O:14])=[O:15])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 74613Tetramethyl orthocarbonateHCID 682918601-(3-Bromophenyl)-2-hydroxy-2-methylpropane-1-sulfonamide

Product 1

HCID 683592025-(3-Bromophenyl)-2-methoxy-6,6-dimethyl-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 500 mg of 1-(3-bromophenyl)-2-hydroxy-2-methylpropane-1-sulfonamide in 2 ml of tetramethoxymethane and 0.5 ml of acetic acid was stirred at 100° C. for 3 hours. After the removal of the solvent under reduced pressure, the residue (565 mg) was used in the next reaction without further purification.

Workup

  1. customAfter the removal of the solvent under reduced pressure
  2. customthe residue (565 mg) was used in the next reaction without further purification

Sources & evidence

ORD record
ord-da8c1461b04e494cb05814fd65140e10
Source dataset
uspto-grants-2014_11
Patent number
US08895547B2

Reaction notes

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