ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Chloroacetyl chloride → 7-benzenesulfonyl-4H-benzo[1,4]oxazin-3-one

HRID 2224055
ノート
印刷プレビュー

反応式

HRID 2224055 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[OH:17].C(=O)(O)[O-].[Na+].Cl[CH2:24][C:25](Cl)=[O:26].C(=O)([O-])[O-].[K+].[K+]>C(#N)C.O.CCOC(C)=O>[C:11]1([S:8]([C:5]2[CH:6]=[CH:7][C:2]3[NH:1][C:25](=[O:26])[CH2:24][O:17][C:3]=3[CH:4]=2)(=[O:10])=[O:9])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 516892Sodium BicarbonateHCID 14053206HCID 14053206、化合物

生成物 1

HCID 586415157-benzenesulfonyl-4H-benzo[1,4]oxazin-3-one収率 84.1%

試薬・触媒・溶媒 3

HCID 962Water溶媒
HCID 6342
Acetonitrile
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 2-amino-5-benzenesulfonyl-phenol (0.392 g., 1.57 mmol) in 10 mL of acetonitrile was cooled to O° C. To this solution was added sodium bicarbonate (0.263 g., 3.14 mmol) in 4 mL water. With stirring, 2-chloroacetyl chloride (0.162 mL, 2.097 mmol) was added dropwise over 2 minutes. Stirring was continued for one hour as the reaction mix was warmed to room temperature. Potassium carbonate (0.261 g., 1.89 mmol) was then added and the system was warmed to reflux (85° C.) for two hours. The reaction mixture was added to 50 mL EtOAc, the aqueous fraction was separated and the organic layer was washed twice with 50 mL water, dried over Na2SO4 and concentrated in vacuo. The crude solid was recrystallized from a mixture of 30 mL each of ethanol and water to give 0.382 g (1.32 mmol, 84%) of 7-benzenesulfonyl-4H-benzo[1,4]oxazin-3-one as a yellow solid. MS: 288 (M−H)−. Step 6:

後処理

  1. stirringStirring
  2. additionmix
  3. temperaturethe system was warmed
  4. temperatureto reflux (85° C.) for two hours
  5. customthe aqueous fraction was separated
  6. washthe organic layer was washed twice with 50 mL water
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated in vacuo
  9. customThe crude solid was recrystallized from a mixture of 30 mL each of ethanol and water

出典と根拠

ORDレコード
ord-d0b79a38c5e04ce1bf0e5fc1e5abe20d
出典データセット
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07378415B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート