Sodium Chloride → 1-methyl-4-[(7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizin-10-yl)carbonyl]piperazine

HRID 1087555노트

반응식

HRID 1087555 반응식
[O:1]=[C:2]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:10][C:9]([C:18]([OH:20])=O)=[C:8]2[N:3]1[CH:4]=[CH:5][C:6]1[CH:23]=[CH:22][S:21][C:7]=12.S(Cl)(Cl)=O.[CH3:28][N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1.[Cl-].[Na+]>O1CCOCC1.O>[CH3:28][N:29]1[CH2:34][CH2:33][N:32]([C:18]([C:9]2[CH:10]=[C:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:2](=[O:1])[N:3]3[C:8]=2[C:7]2[S:21][CH:22]=[CH:23][C:6]=2[CH:5]=[CH:4]3)=[O:20])[CH2:31][CH2:30]1

참가 물질

7

반응물 4

HCID 5234Sodium ChlorideHCID 24386Thionyl ChlorideHCID 531671-MethylpiperazineHCID 146667437-oxo-8-phenyl-7H-thieno[2,3-a]quinolizine-10-carboxylic acid

생성물 1

HCID 147700761-methyl-4-[(7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizin-10-yl)carbonyl]piperazine

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

1.93 g of 7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizine-10-carboxylic acid were converted into the acid chloride with 2.65 ml of thionyl chloride as described. This acid chloride was taken up in 80 ml of dioxane, treated with 2.7 ml of N-methylpiperazine, and the mixture was then stirred at room temperature until the reaction was completed and poured into 200 ml of water. The aqueous phase was saturated with sodium chloride and extracted several times with ethyl acetate. The combined organic phases were dried over sodium sulfate, filtered and evaporated. By recrystallization from toluene there was obtained 1-methyl-4-[(7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizin-10-yl)carbonyl]piperazine as yellow crystals of m.p. 233°-234° (dec.).

후처리

  1. extractionextracted several times with ethyl acetate
  2. dry with materialThe combined organic phases were dried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customBy recrystallization from toluene

출처 및 근거

ORD 기록
ord-6e308a4698204932accf79c9f7fa3056
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05036066

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