Sulfuric Acid → 4,6-dimethyl-1H-indole-2,3-dione

反応式

[CH3:1][C:2]1[CH:3]=[C:4]([NH:9][C:10](=[O:14])[CH:11]=NO)[CH:5]=[C:6]([CH3:8])[CH:7]=1.S(=O)(=O)(O)[OH:16]>>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]2[C:3]=1[C:11](=[O:16])[C:10](=[O:14])[NH:9]2

参加物

反応物 2

HCID 1118Sulfuric Acid

HCID 53405864N-(3,5-dimethylphenyl)-2-(hydroxyimino)acetamide

生成物 1

HCID 23861614,6-dimethyl-1H-indole-2,3-dione

反応条件

温度: 80 °C

実験手順

N-(3,5-Dimethyl-phenyl)-2-hydroxyimino-acetamide (13.7 g, 71.3 mmol) was added to concentrated sulfuric acid (70 mL) in a 250 mL flask. The reaction mixture was then heated at 80° C. for 30 minutes, then cooled to room temperature, and poured into ice-water (200 mL). The precipitated solid was filtered and washed with water (100 mL) and dried under vacuum to give 4,6-dimethyl-1H-indole-2,3-dione as an orange solid. Yield: 5.53 g (44%).

後処理

temperaturecooled to room temperature
filtrationThe precipitated solid was filtered
washwashed with water (100 mL)
customdried under vacuum

出典と根拠

ORDレコード: ord-4a90585c46fa49ca940e88ec3a404be4
出典データセット: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09238640B2

反応ノート

読み込み中…

参加物