Hexamethyldisilazane → 4-Amino-3-ethoxy-5-ethoxycarbonylisothiazole-1,1-dioxide

HRID 1681459ノート

反応式

HRID 1681459 の反応式
[CH2:1]([O:3][C:4]1[C:8](OCC)=[C:7]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[S:6](=[O:18])(=[O:17])[N:5]=1)[CH3:2].C[Si](C)(C)[NH:21][Si](C)(C)C>C(Cl)Cl>[CH2:1]([O:3][C:4]1[C:8]([NH2:21])=[C:7]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[S:6](=[O:18])(=[O:17])[N:5]=1)[CH3:2]

参加物

4

反応物 2

HCID 13838HexamethyldisilazaneHCID 128421823,4-Diethoxy-5-ethoxycarbonyl isothiazole-1,1-dioxide

生成物 1

HCID 128421834-Amino-3-ethoxy-5-ethoxycarbonylisothiazole-1,1-dioxide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Under a nitrogen atmosphere, a solution of 1.41 g (5.3 mmol) of the Example 3 compound in 15 ml of methylene chloride was stirred in an ice bath while a solution of 1.2 g (7.9 mmol) hexamethyldisilazane in 10 ml methylene chloride was added dropwise. The solution was allowed to warm to room temperature at which temperature stirring was continued for 18 hours. The solution was then evaporated in vacuo to an oil which was redissolved in 20 ml of a mixture of methylene chloride (15) -ethanol (5). After stirring at room temperature for one hour, the solution was again concentrated in vacuo, leaving a solid, 1.1 g (85%), mp 163°-165°. Recrystallization from ethyl acetate provided analytically pure title compound, mp 172.5°-173°.

後処理

  1. additionwas added dropwise
  2. customThe solution was then evaporated in vacuo to an oil which
  3. dissolutionwas redissolved in 20 ml of a mixture of methylene chloride (15) -ethanol (5)
  4. stirringAfter stirring at room temperature for one hour
  5. concentrationthe solution was again concentrated in vacuo
  6. customleaving a solid, 1.1 g (85%), mp 163°-165°
  7. customRecrystallization from ethyl acetate

出典と根拠

ORDレコード
ord-293b8de63adb44af932a0ff995871f04
出典データセット
uspto-grants-1992_12
特許番号
US05171860

反応ノート

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