Triethylamine → 3-[2-[4-(2-Methoxyphenyl)-1-piperazinyl]ethyl]-2,4(1H,3H)-quinazolinedione

HRID 483232

반응식

HRID 483232 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH:16]([NH2:26])C(=O)C2C=CC=CC=2N)[CH2:11][CH2:10]1.C([N:29]([CH2:32][CH3:33])CC)C.ClC([O:37][C:38](Cl)(Cl)Cl)=O.[C:42](=[O:45])([O-])O.[Na+]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][N:26]2[C:42](=[O:45])[C:33]3[C:32](=[CH:8][CH:3]=[CH:4][CH:5]=3)[NH:29][C:38]2=[O:37])[CH2:13][CH2:14]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 10426DiphosgeneHCID 516892Sodium BicarbonateHCID 571547151-(2-Methoxyphenyl)-4-[2-(2-aminobenzoyl)-aminoethyl]piperazine

생성물 1

HCID 1220653-[2-[4-(2-Methoxyphenyl)-1-piperazinyl]ethyl]-2,4(1H,3H)-quinazolinedione

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A mixture of 1-(2-methoxyphenyl)-4-[2-(2-aminobenzoyl)-aminoethyl]piperazine (3.54 g) and triethylamine (2.2 g) was dissolved in methylene chloride (50 ml), and the resulting solution was added dropwise to a solution of trichloromethyl chloroformate (0.989 g) in methylene chloride (20 ml) under stirring at between -5° and 5° C. Then, the mixture was gradually heated to room temperature at which it was held for 1 to 2 hours to effect reaction. After completion of the reaction, saturated aqueous sodium hydrogencarbonate was added to the reaction mixture and the resulting mixture was extracted with methylene chloride, the methylene chloride layer was washed with water twice and dried on anhydrous magnesium sulfate. The solvent was concentrated under vacuum and isopropanol was added to the residue to give 2.28 g of crystalline 3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]-ethyl]-2,4-(1H,3H)quinazolinedione having a melting point of 217°-218° C. (recrystallized from chloroform-ether).

후처리

  1. customreaction
  2. additionwas added to the reaction mixture
  3. extractionthe resulting mixture was extracted with methylene chloride
  4. washthe methylene chloride layer was washed with water twice
  5. dry with materialdried on anhydrous magnesium sulfate
  6. concentrationThe solvent was concentrated under vacuum and isopropanol
  7. additionwas added to the residue

출처 및 근거

ORD 기록
ord-62a9f048b6a045bdbc15ff6899d92e73
출처 데이터셋
uspto-grants-1986_03
특허 번호
US04578465

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