3-Bromo-2,5-furandione → HCID 90419128、化合物

HRID 530828

反応式

HRID 530828 の反応式
Cl.[CH3:2][O:3][C:4]1[CH:12]=[CH:11][C:7]([CH2:8][NH:9][NH2:10])=[CH:6][CH:5]=1.[Br:13][C:14]1[C:15](=O)[O:16][C:17](=[O:19])[CH:18]=1>O>[Br:13][C:14]1[C:15](=[O:16])[N:9]([CH2:8][C:7]2[CH:11]=[CH:12][C:4]([O:3][CH3:2])=[CH:5][CH:6]=2)[NH:10][C:17](=[O:19])[CH:18]=1

参加物

4

反応物 2

HCID 800273-Bromo-2,5-furandioneHCID 457893744-Methoxybenzylhydrazine hydrochloride

生成物 1

HCID 90419128HCID 90419128、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

(4-methoxybenzyl)hydrazine hydrochloride (2.132 g, 11.30 mmol) and 3-bromofuran-2,5-dione (2 g, 11.30 mmol) in water (20 ml) was stirred and heated at 100° C. overnight. The mixture was cooled to room temperature and filtered to collect the solid. The solid was triturated with a mixture of ethyl acetate and ethyl ether (1/4) and the mixture was filtered. The insoluble residue was 4-bromo-1-(4-methoxybenzyl)-1,2-dihydropyridazine-3,6-dione. LRMS m/z (M+H) 311.0 found, 311.0 required. The filtrate was concentrated in vacuo and the residue was purified by column chromatography on silica gel (Petroleum ether: ethyl acetate=1/1)) to give 5-bromo-1-(4-methoxybenzyl)-1,2-dihydropyridazine-3,6-dione. LRMS m/z (M+H) 311.0 found, 311.0 required.

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationfiltered
  3. customto collect the solid
  4. customThe solid was triturated with a mixture of ethyl acetate and ethyl ether (1/4)
  5. filtrationthe mixture was filtered
  6. concentrationThe filtrate was concentrated in vacuo
  7. customthe residue was purified by column chromatography on silica gel (Petroleum ether: ethyl acetate=1/1))

出典と根拠

ORDレコード
ord-1d7cd40a9392450cbe486614f9434826
出典データセット
uspto-grants-2016_05
特許番号
US09353104B2

関連ノート

読み込み中…