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Potassium Iodide → HCID 11516678, 화합물

HRID 2422574
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HRID 2422574 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:17]([CH3:18])[C:16](=[O:19])[C:15]3[C:10](=[C:11]([CH3:20])[CH:12]=[CH:13][CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1.Cl[CH2:22][CH2:23][CH2:24]Br.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[NH:34]1[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1>CN(C=O)C.C(OCC)(=O)C>[CH3:18][N:17]1[C:16](=[O:19])[C:15]2[C:10](=[C:11]([CH3:20])[CH:12]=[CH:13][CH:14]=2)[N:9]=[C:8]1[C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:22][CH2:23][CH2:24][N:34]2[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]2)=[CH:7][CH:6]=1
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참가 물질

8

반응물 5

HCID 4875Potassium IodideHCID 80061-Bromo-3-chloropropaneHCID 8082PiperidineHCID 11430Potassium Carbonate2회HCID 136389335HCID 136389335, 화합물

생성물 1

HCID 11516678HCID 11516678, 화합물수율 8.6%

시약·촉매·용매 2

HCID 6228
Dimethylformamide
용매
HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

2-(4-Hydroxyphenyl)-3,8-dimethyl-4(3H)-quinazolinone (500 mg, 1.88 mmol) was mixed with 1-chloro-3-bromopropane (326 mg, 2.07 mmol) and potassium carbonate (519 mg, 3.76 mmol) in DMF (5 ml), and stirred at 80° C. for 4 hours. After cooled to room temperature, potassium carbonate (519 mg, 3.76 mmol), potassium iodide (312 mg, 1.88 mmol) and piperidine (320 mg, 3.76 mmol) were added to the reaction solution, and further stirred at 80° C. for 12 hours. The reaction solution was diluted with ethyl acetate, then washed with aqueous 1 N sodium hydroxide solution and saturated saline water in that order, and the organic layer was dried with magnesium sulfate. The solvent was evaporated off, and the residue was purified through silica gel column chromatography (chloroform/methanol=5/1) and recrystallized from ethyl acetate to obtain the intended compound (63 mg, 8.6%) as a colorless solid.

후처리

  1. temperatureAfter cooled to room temperature
  2. stirringfurther stirred at 80° C. for 12 hours
  3. washwashed with aqueous 1 N sodium hydroxide solution and saturated saline water in that order
  4. dry with materialthe organic layer was dried with magnesium sulfate
  5. customThe solvent was evaporated off
  6. customthe residue was purified through silica gel column chromatography (chloroform/methanol=5/1)
  7. customrecrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-3ea608c094ea4c5e95bcc897e35d9141
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07960394B2

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