Sodium Sulfite → {4-[(4-chlorobenzyl)sulfonyl]-1H-pyrrol-2-yl}(2-chloropyridin-3-yl)methanone

HRID 456680ノート

反応式

HRID 456680 の反応式
[Cl:1][C:2]1[C:7]([C:8]([C:10]2[NH:14][CH:13]=[C:12]([S:15](Cl)(=[O:17])=[O:16])[CH:11]=2)=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[O-]S([O-])=O.[Na+].[Na+].[Cl:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30]Br)=[CH:28][CH:27]=1>O.CC(C)=O>[Cl:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30][S:15]([C:12]2[CH:11]=[C:10]([C:8]([C:7]3[C:2]([Cl:1])=[N:3][CH:4]=[CH:5][CH:6]=3)=[O:9])[NH:14][CH:13]=2)(=[O:17])=[O:16])=[CH:28][CH:27]=1

参加物

6

反応物 3

HCID 24437Sodium SulfiteHCID 693291-(Bromomethyl)-4-chlorobenzeneHCID 184368905-(2-chloro-pyridine-3-carbonyl)-1H-pyrrole-3-sulfonyl chloride

生成物 1

HCID 18436879{4-[(4-chlorobenzyl)sulfonyl]-1H-pyrrol-2-yl}(2-chloropyridin-3-yl)methanone収率 99.7%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

5-[(2-chloropyridin-3-yl)carbonyl]-1H-pyrrole-3-sulfonyl chloride (500 mg, 1.64 mmol), Na2SO3 (413 mg, 3.28 mmol), Na2HPO4 (233 mg, 1.64 mmol) were mixed in 4 mL of water and heated to 60° C. overnight (16 hour). The initial creamy suspension became clear and then cloudy. A solution of 4-chlorobenzyl bromide (337 mg, 1.64 mmol) in acetone (4 mL) was added to the reaction solution dropwise with stirring. The mixture was stirred at 60° C. for 4 hour and then cooled down to room temperature. Quenched with 4 mL of water and stirred for another 1 hour. Filtered and washed with water and acetone to afford the product, {4-[(4-chlorobenzyl)sulfonyl]-1H-pyrrol-2-yl}(2-chloropyridin-3-yl)methanone as white solid 646 mg (90% yield).

後処理

  1. stirringThe mixture was stirred at 60° C. for 4 hour
  2. temperaturecooled down to room temperature
  3. customQuenched with 4 mL of water
  4. stirringstirred for another 1 hour
  5. filtrationFiltered
  6. washwashed with water and acetone

出典と根拠

ORDレコード
ord-09e6a116e4b742468c29d31d45b9752f
出典データセット
uspto-grants-2007_03
特許番号
US07186716B2

反応ノート

読み込み中…