Hydrochloric Acid → HCID 67770344, 화합물

HRID 373775노트

반응식

HRID 373775 반응식
[Na].[Cl:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[Cl:13])[NH:9][C:8](=[O:14])[CH:7]=[N:6]2.Br[CH:16]([CH2:22][CH2:23][CH2:24][CH3:25])[C:17]([O:19][CH2:20][CH3:21])=[O:18].Cl>C(O)C>[CH2:20]([O:19][C:17]([CH2:16][CH2:22][CH2:23][CH2:24][CH2:25][N:9]1[C:10]2[C:5](=[CH:4][C:3]([Cl:2])=[C:12]([Cl:13])[CH:11]=2)[N:6]=[CH:7][C:8]1=[O:14])=[O:18])[CH3:21]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 79072Ethyl 2-bromohexanoateHCID 5360545SodiumHCID 144236366,7-Dichloroquinoxalin-2(1H)-one

생성물 1

HCID 67770344HCID 67770344, 화합물수율 10.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Under a nitrogen atmosphere sodium (0.148 g, 6.42 mmol) was dissolved in 50 ml of abs. ethanol and 6,7-dichloroquinoxalin-2(1H)-one (1.20 g, 5.58 mmol) (Liebigs Ann. Chem., (1982), 754) was added. The mixture was stirred until the compound dissolved, and ethyl 2-bromohexanoate (1.30 ml, 7.1 mmol) was added. The reaction mixture was refluxed for 72 h, cooled to room temperature, then poured onto crushed ice and acidified by dilute hydrochloric acid (pH=2). The precipitated compound was extracted with ethyl acetate and purified by column chromatography on silica gel (eluent 15% THF in heptane) to afford 0,21 g of 1-((1-ethoxycarbonyl)pentyl)-6,7-dichloroquinoxalin-2(1H)-one 1H-NMR(DMSO-d6):δ 0.78(t, 3H), 1.1(t, 3H), 1.15-1.35(m, 4H), 2.0-2.25(m, 2H), 4.02-4.18(m, 2H), 5.58-5.75(m, 1H), 8.02-8.36(broad, 1H), 8.18(s, 1H), 8.33(s, 1H).

후처리

  1. dissolutiondissolved
  2. temperatureThe reaction mixture was refluxed for 72 h
  3. additionpoured
  4. customonto crushed ice
  5. extractionThe precipitated compound was extracted with ethyl acetate
  6. custompurified by column chromatography on silica gel (eluent 15% THF in heptane)

출처 및 근거

ORD 기록
ord-6afe7c461ef34a2fa6c9a9c3277b3e9a
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05166155

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