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

HRID 1399973노트

반응식

HRID 1399973 반응식
[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

참가 물질

4

반응물 3

HCID 260Hydrogen Bromide2회HCID 14798Sodium HydroxideHCID 596030851-(5-Bromo-6-methoxy-1,3-benzothiazol-2-yl)-3-ethyl-urea

생성물 1

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

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온도
110 °C

실험 절차

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]+.

후처리

  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%)

출처 및 근거

ORD 기록
ord-10620affaffa455f9b56b0d9b686d904
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906902B2

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