Sodium Hydroxide → N-(4-methoxyphenyl)-4-pyridin-4-yl-1,3-thiazol-2-amine

HRID 1592967

反応式

HRID 1592967 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)=O.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20]([NH2:22])=[S:21])=[CH:15][CH:14]=1.[OH-].[Na+]>O.CCO>[CH3:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([NH:19][C:20]2[S:21][CH:2]=[C:3]([C:5]3[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=3)[N:22]=2)=[CH:17][CH:18]=1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 4070312-Bromo-1-(pyridin-4-yl)ethanoneHCID 6675494-Thioureidoanisole

生成物 1

HCID 793675N-(4-methoxyphenyl)-4-pyridin-4-yl-1,3-thiazol-2-amine

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

To a solution of 3.0 g (15 mmol) 4-(2-bromo)acetylpyridine (6-2) in 50 mL water was added an equimolar amount of 4-methoxyphenylthiourea (7-1; 2.75 g). The reaction was diluted with 20 mL EtOH. The reaction was allowed to stir at rt overnight, over which time a color change occurred from clear to a thick orange precipitate. The reaction mixture was diluted with 100 mL water then the pH was adjusted to neutral with 1N NaOH. The reaction was allowed to stir at rt and a large amount of precipitate formed which was collected by filtration. The resulting powder was dried under high vacuum to yield N-(4-methoxyphenyl)-4-pyridin-4-yl-1,3-thiazol-2-amine (7-2): 1H NMR (500 MHz, CD3OD) δ 8.98 (d, J=3 Hz, 2H), 8.10 (d, J=3 Hz, 2H), 7.53 (s, 1H), 3.0 (s, 3H): MS 284.3 found 284.2 (M+H+).

後処理

  1. stirringto stir at rt
  2. customa large amount of precipitate formed which
  3. filtrationwas collected by filtration
  4. customThe resulting powder was dried under high vacuum

出典と根拠

ORDレコード
ord-a5e9366d433941d3b9570efba81fe766
出典データセット
uspto-grants-2007_11
特許番号
US07294640B2

関連ノート

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