Chloroacetaldehyde → 6-Bromo-N-(2-thiazolyl)pyridin-2-amine

HRID 49140

反応式

HRID 49140 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH:8][C:9]([NH2:11])=[S:10])[N:3]=1.Cl[CH2:13][CH:14]=O>C(O)C.O>[Br:1][C:2]1[N:3]=[C:4]([NH:8][C:9]2[S:10][CH:13]=[CH:14][N:11]=2)[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 33ChloroacetaldehydeHCID 22170428(6-Bromo-pyridin-2-YL)thiourea

生成物 1

HCID 221704016-Bromo-N-(2-thiazolyl)pyridin-2-amine収率 96%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A suspension of 2-bromo-6-thioureidopyridine (3 g, 12.92 mmol) and chloroacetaldehyde (3.28 mL, 25.85 mmol) in ethanol (27 mL) and water (7 mL) was heated at reflux for 4.75 h. The solution was concentrated in vacuo and the residue was diluted with 1 N aqueous NaOH solution at 0° C., stirred for 10 min, and the pH was then adjusted to 8.5 by addition of 6 N aqueous HCl solution. The precipitate was collected by filtration, washed several times with water and dried in vacuo over P2O5 to obtain the titled compound (3.17 g, 96%) as a light yellow solid.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 4.75 h
  3. concentrationThe solution was concentrated in vacuo
  4. additionthe residue was diluted with 1 N aqueous NaOH solution at 0° C.
  5. additionthe pH was then adjusted to 8.5 by addition of 6 N aqueous HCl solution
  6. filtrationThe precipitate was collected by filtration
  7. washwashed several times with water
  8. dry with materialdried in vacuo over P2O5

出典と根拠

ORDレコード
ord-6008bb2fbb9e4cdab9922f9daf64bc80
出典データセット
uspto-grants-2004_03
特許番号
US06706717B2

関連ノート

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