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

HRID 1154956노트

반응식

HRID 1154956 반응식
[Na].[CH3:2][N:3]1[C:13]2[C:8](=[CH:9][C:10]([OH:14])=[CH:11][CH:12]=2)[CH2:7][CH2:6][C:4]1=[O:5].[I-].[Na+].[CH3:17][N:18]([CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1)[C:19](=[O:24])[CH2:20][CH2:21][CH2:22]Cl.[Na+].[Cl-]>CO>[CH3:2][N:3]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH2:22][CH2:21][CH2:20][C:19]([N:18]([CH:25]3[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]3)[CH3:17])=[O:24])=[CH:11][CH:12]=2)[CH2:7][CH2:6][C:4]1=[O:5]

참가 물질

7

반응물 5

HCID 5234Sodium ChlorideHCID 5238Sodium IodideHCID 5360545SodiumHCID 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-dihydrocarbostyril수율 42.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

0.5 Gram of metallic sodium is dissolved in 50 ml of methanol under ice cooling, followed by addition thereto of 3.4 g of 1-methyl-6-hydroxy-3,4-dihydrocarbostyril, 3.2 g of sodium iodide and 5.0 g of N-methyl-N-(4-chlorobutyryl)cyclohexylamine and 4.5-hour reflux under agitation. 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 produce 2.9 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. additionfollowed by addition
  2. customAfter the reaction
  3. filtrationthe precipitated crystals are filtered out
  4. washwashed with water
  5. customThe resultant crude crystals are recrystallized from ligroin

출처 및 근거

ORD 기록
ord-7f2b5c96b8c240d9b93c9cf9ca12f5a8
출처 데이터셋
uspto-grants-1981_11
특허 번호
US04298739

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