Sodium hydride → HCID 19808453, 화합물

HRID 373776노트

반응식

HRID 373776 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 19808453HCID 19808453, 화합물수율 78.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-cdfd555fc542460d9d37b6a69adb8061
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05166155

반응 노트

불러오는 중…