Pyridine → 4-bromo-N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-5-chlorothiophene-2-sulfonamide

HRID 252240

反応式

HRID 252240 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[S:5][C:6]=1[Cl:7].N1C=CC=CC=1.[O-:18][C:19]#[N:20].[Na+].Br.[Br:23][C:24]1[S:28][C:27]([NH2:29])=[N:26][CH:25]=1>C(#N)C.C(O)(=O)C.O>[Br:1][C:2]1[CH:3]=[C:4]([S:8]([NH:20][C:19](=[O:18])[NH:29][C:27]2[S:28][C:24]([Br:23])=[CH:25][N:26]=2)(=[O:10])=[O:9])[S:5][C:6]=1[Cl:7]

参加物

8

反応物 4

HCID 1049PyridineHCID 517096Sodium CyanateHCID 27238485-Bromothiazol-2-amine monohydrobromideHCID 27972204-Bromo-5-chlorothiophene-2-sulfonyl chloride

生成物 1

HCID 247523614-bromo-N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-5-chlorothiophene-2-sulfonamide

試薬・触媒・溶媒 3

HCID 176Acetic Acid触媒HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

4-Bromo-5-chloro-thiophene-2-sulfonyl chloride (0.44 g, 1.50 mmol) and pyridine (0.27 ml, 3.40 mmol) were added to a stirred suspension of sodium cyanate (0.14 g, 2.20 mmol) in dry acetonitrile (1 ml) and the mixture stirred at room temperature for 4 hours. 5-Bromo-thiazol-2-ylamine hydrobromide (0.26 g, 1.00 mmol) was added and the reaction stirred for 30 minutes. Water (2 ml) and acetic acid (3 drops) were added. The resulting precipitate was filtered and the solid washed with water, cold methanol and diethyl ether. The solid was dried under reduced pressure to give 4-bromo-N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-5-chlorothiophene-2-sulfonamide, 0.29 g (60%), m/e 477.8 (MH−).

後処理

  1. stirringthe reaction stirred for 30 minutes
  2. filtrationThe resulting precipitate was filtered
  3. washthe solid washed with water, cold methanol and diethyl ether
  4. customThe solid was dried under reduced pressure

出典と根拠

ORDレコード
ord-b7e58246bbc2468bb2c288d11cb2e1de
出典データセット
uspto-grants-2011_01
特許番号
US07868030B2

関連ノート

読み込み中…