Tetrahydrofuran → 1-(5-Bromo-3-phenoxypyridin-2-yl)thiourea

HRID 1809547ノート

反応式

HRID 1809547 の反応式
C([NH:9][C:10]([NH:12][C:13]1[C:18]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:17][C:16]([Br:26])=[CH:15][N:14]=1)=[S:11])(=O)C1C=CC=CC=1.C1COCC1.[OH-].[Na+]>O>[Br:26][C:16]1[CH:17]=[C:18]([O:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:13]([NH:12][C:10]([NH2:9])=[S:11])=[N:14][CH:15]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 866410871-Benzoyl-3-(5-bromo-3-phenoxypyridin-2-yl)thiourea

生成物 1

HCID 866314811-(5-Bromo-3-phenoxypyridin-2-yl)thiourea収率 93%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 2 L flask was charged with 1-benzoyl-3-(5-bromo-3-phenoxypyridin-2-yl)thiourea (94.3 g, 220 mmol) and THF (900 mL). 2M NaOH (330 mL, 660 mmol) was added and the reaction was heated at reflux overnight. The reaction was cooled to ambient temperature and 300 mL water was added slowly and then the THF was removed in vacuo to afford an aqueous slurry which was filtered, washed with water and dried to give 1-(5-bromo-3-phenoxypyridin-2-yl)thiourea (66.35 g, 93% yield) as a light tan solid.

後処理

  1. temperaturethe reaction was heated
  2. temperatureat reflux overnight
  3. customthe THF was removed in vacuo
  4. customto afford an aqueous slurry which
  5. filtrationwas filtered
  6. washwashed with water
  7. customdried

出典と根拠

ORDレコード
ord-2c4d19d8b65c41a587ecdfe6098d4560
出典データセット
uspto-grants-2013_01
特許番号
US08362037B2

反応ノート

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