Sodium hydride → HCID 19808453、化合物

HRID 373776ノート

反応式

HRID 373776 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=[O:13])[CH:6]=[N:5]2.[H-].[Na+].Br[CH2:17][C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19]>CN(C=O)C>[CH2:21]([O:20][C:18]([CH2:17][N:8]1[C:9]2[C:4](=[CH:3][C:2]([Cl:1])=[C:11]([Cl:12])[CH:10]=2)[N:5]=[CH:6][C:7]1=[O:13])=[O:19])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 62576Benzyl bromoacetateHCID 144236366,7-Dichloroquinoxalin-2(1H)-one

生成物 1

HCID 19808453HCID 19808453、化合物収率 78.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Under a nitrogen atmosphere 6,7-dichloroquinoxalin-2(1H)-one (10.0 g, 46.5 mmol) (Liebigs Ann. Chem, (1982), 754) was suspended in 135 ml of dry DMF and sodium hydride (2.23 g, 55.8 mmol (60% mineral oil dispersion)) was added. After stirring for 2 h, benzyl bromoacetate (9.18 ml, 58.6 mmol) was added and the mixture was stirred for 3.5 h. The reaction mixture was poured onto 300 g of crushed ice and the precipitate was filtered off, washed with water and dried. The product was triturated with ether (500 ml), the precipitate filtered off, washed with ether and dried to afford 13.3 g of 1-benzyloxycarbonylmethyl-6,7-dichloroquinoxaline-2(1H)-one. 1H-NMR (DMSO-d6):δ5.18(s, 2H), 5.23(s, 1H), 8.18(s, 1H), 8.38(s, 1H).

後処理

  1. stirringthe mixture was stirred for 3.5 h
  2. filtrationthe precipitate was filtered off
  3. washwashed with water
  4. customdried
  5. customThe product was triturated with ether (500 ml)
  6. filtrationthe precipitate filtered off
  7. washwashed with ether
  8. customdried

出典と根拠

ORDレコード
ord-cdfd555fc542460d9d37b6a69adb8061
出典データセット
uspto-grants-1992_11
特許番号
US05166155

反応ノート

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