Hydrogen Bromide → 1-(5-Bromo-6-hydroxy-1,3-benzothiazol-2-yl)-3-ethyl-urea

HRID 1399973ノート

反応式

HRID 1399973 の反応式
[Br:1][C:2]1[C:3]([O:17]C)=[CH:4][C:5]2[S:9][C:8]([NH:10][C:11]([NH:13][CH2:14][CH3:15])=[O:12])=[N:7][C:6]=2[CH:16]=1.Br.[OH-].[Na+]>>[Br:1][C:2]1[C:3]([OH:17])=[CH:4][C:5]2[S:9][C:8]([NH:10][C:11]([NH:13][CH2:14][CH3:15])=[O:12])=[N:7][C:6]=2[CH:16]=1

参加物

4

反応物 3

HCID 260Hydrogen Bromide2 回HCID 14798Sodium HydroxideHCID 596030851-(5-Bromo-6-methoxy-1,3-benzothiazol-2-yl)-3-ethyl-urea

生成物 1

HCID 898069531-(5-Bromo-6-hydroxy-1,3-benzothiazol-2-yl)-3-ethyl-urea

反応条件

温度
110 °C

実験手順

Intermediate 6 (1.30 g, 3.94 mmol) was suspended in hydrogen bromide solution (6.82 mL, 47% aq., 59.1 mmol) and the resulting suspension warmed to 110° C. Hydrogen bromide solution (14 mL, 47% aq., 121.3 mmol) was added portion-wise over the course of the reaction. After 47 h, the reaction mixture was cooled to RT then in ice and the pH adjusted with sodium hydroxide solution (1 M, aq.) to pH 8. The mixture was filtered and the resulting solid washed with H2O and ACN. The solid was sucked dry to give i (1.01 g, 81%). MS 315.87 & 317.84 [M+H]+.

後処理

  1. customover the course of the reaction
  2. temperaturethe reaction mixture was cooled to RT
  3. filtrationThe mixture was filtered
  4. washthe resulting solid washed with H2O and ACN
  5. customThe solid was sucked dry
  6. customto give i (1.01 g, 81%)

出典と根拠

ORDレコード
ord-10620affaffa455f9b56b0d9b686d904
出典データセット
uspto-grants-2014_12
特許番号
US08906902B2

反応ノート

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