Sodium Chloride → 1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril

HRID 1154955노트

반응식

HRID 1154955 반응식
[CH3:1][N:2]1[C:12]2[C:7](=[CH:8][C:9]([OH:13])=[CH:10][CH:11]=2)[CH2:6][CH2:5][C:3]1=[O:4].[OH-].[K+].[I-].[Na+].[CH3:18][N:19]([CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1)[C:20](=[O:25])[CH2:21][CH2:22][CH2:23]Cl.[Na+].[Cl-]>CS(C)=O>[CH3:1][N:2]1[C:12]2[C:7](=[CH:8][C:9]([O:13][CH2:23][CH2:22][CH2:21][C:20]([N:19]([CH:26]3[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]3)[CH3:18])=[O:25])=[CH:10][CH:11]=2)[CH2:6][CH2:5][C:3]1=[O:4]

참가 물질

7

반응물 5

HCID 5234Sodium ChlorideHCID 5238Sodium IodideHCID 14797Potassium HydroxideHCID 132082974-Chloro-N-cyclohexyl-N-methylbutanamideHCID 219318286-Hydroxy-1-methyl-3,4-dihydroquinolin-2(1H)-one

생성물 1

HCID 155729261-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

3.4 Grams of 1-methyl-6-hydroxy-3,4-dihydrocarbostyril, 0.9 g of potassium hydroxide, 3.2 g of sodium iodide and 5.0 g of N-methyl-N-(4-chlorobutyryl)-cyclohexylamine are added to 50 ml of dimethylsulfoxide and agitated at 70° to 80° C. for 4.5 hours. After the reaction, the reaction solution is poured into 400 ml of saturated NaCl solution and the precipitated crystals are filtered out and washed with water. The resultant crude crystals are recrystallized from ligroin to obtain 3.1 g of 1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril in the form of colorless needle-like crystals with melting point of 104.5°-106.5° C.

후처리

  1. customAfter the reaction
  2. filtrationthe precipitated crystals are filtered out
  3. washwashed with water
  4. customThe resultant crude crystals are recrystallized from ligroin

출처 및 근거

ORD 기록
ord-aa3ec323e8884819b08c252bec27136e
출처 데이터셋
uspto-grants-1981_11
특허 번호
US04298739

반응 노트

불러오는 중…