Acetic Acid → 5-(4-Bromophenyl)-2-methoxy-5,6,6-trimethyl-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide

HRID 339887ノート

反応式

HRID 339887 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([S:14]([NH2:17])(=[O:16])=[O:15])([C:10]([OH:13])([CH3:12])[CH3:11])[CH3:9])=[CH:4][CH:3]=1.C(O)(=O)C.[CH3:22][O:23][C:24](OC)(OC)OC>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([CH3:9])[C:10]([CH3:11])([CH3:12])[O:13][C:22]([O:23][CH3:24])=[N:17][S:14]2(=[O:15])=[O:16])=[CH:6][CH:7]=1

参加物

4

反応物 3

HCID 176Acetic AcidHCID 74613Tetramethyl orthocarbonateHCID 682917312-(4-Bromophenyl)-3-hydroxy-3-methylbutane-2-sulfonamide

生成物 1

HCID 683592305-(4-Bromophenyl)-2-methoxy-5,6,6-trimethyl-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide

反応条件

温度
100 °C

実験手順

A suspension of 2.01 g of 2-(4-bromophenyl)-3-hydroxy-3-methylbutane-2-sulfonamide in 15 ml of tetramethoxymethane was admixed with 3 ml of acetic acid and stirred at 100° C. for 1.5 hours. After the removal of the solvent under reduced pressure, the crude product was purified by means of normal phase chromatography using a Flashmaster with an n-heptane/ethyl acetate gradient. The product-containing fractions were combined, concentrated by rotary evaporation and dried under high vacuum. This gave the product (0.21 g) with a molecular weight of 362.2 g/mol (C13H16BrNO4S).

後処理

  1. customAfter the removal of the solvent under reduced pressure
  2. customthe crude product was purified by means of normal phase chromatography
  3. concentrationconcentrated by rotary evaporation
  4. customdried under high vacuum

出典と根拠

ORDレコード
ord-1101f9922c7a4a5f81fb04b78e93ea53
出典データセット
uspto-grants-2014_11
特許番号
US08895547B2

反応ノート

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