Sodium hydride → 1-(2-phthalimidoethyl)-5,7-dimethyl-1,8-naphthyridin-2(1H)-one

HRID 903876

반응식

HRID 903876 반응식
[CH3:1][C:2]1[CH:11]=[C:10]([CH3:12])[N:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](=[O:13])[NH:7]2.[H-].[Na+].Cl[CH2:17][CH2:18][N:19]1[C:23](=[O:24])[C:22]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]2[C:20]1=[O:29]>CN(C)C=O>[C:20]1(=[O:29])[N:19]([CH2:18][CH2:17][N:7]2[C:8]3[C:3](=[C:2]([CH3:1])[CH:11]=[C:10]([CH3:12])[N:9]=3)[CH:4]=[CH:5][C:6]2=[O:13])[C:23](=[O:24])[C:22]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]12

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 234274N-(2-Chloroethyl)phthalimideHCID 53744055,7-dimethyl-1,8-naphthyridin-2(1H)-one

생성물 1

HCID 233354051-(2-phthalimidoethyl)-5,7-dimethyl-1,8-naphthyridin-2(1H)-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a suspension of 5,7-dimethyl-1,8-naphthyridin-2(1H)-one (3.5 g., 0.02 mole) in 25 ml. of dry dimethyl formamide under nitrogen atmosphere is added a 57% suspension of sodium hydride in mineral oil (0.84 g., 0.02 mole). This mixture is stirred at room temperature for 1/2 hour. A mixture of N-(2-chloroethyl) phthalimide (4.6 g., 0.022 mole) in 25 ml. of dry dimethylformamide is added to the first suspension. The mixture is stirred at steam bath temperature for 16 hours. On cooling, it is filtered to remove salt and the filtrate evaporated to dryness in vacuo to afford 1-(2-phthalimidoethyl)-5,7-dimethyl-1,8-naphthyridin-2(1H)-one.

후처리

  1. stirringThe mixture is stirred at steam bath temperature for 16 hours
  2. temperatureOn cooling
  3. filtrationit is filtered
  4. customto remove salt
  5. customthe filtrate evaporated to dryness in vacuo

출처 및 근거

ORD 기록
ord-59ca0f7c59a542658e4977b661a6f56f
출처 데이터셋
uspto-grants-1980_10
특허 번호
US04229456

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