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Potassium Iodide → HCID 11516678、化合物

HRID 2422574
ノート
印刷プレビュー

反応式

HRID 2422574 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 4875Potassium IodideHCID 80061-Bromo-3-chloropropaneHCID 8082PiperidineHCID 11430Potassium Carbonate2 回HCID 136389335HCID 136389335、化合物

生成物 1

HCID 11516678HCID 11516678、化合物収率 8.6%

試薬・触媒・溶媒 2

HCID 6228
Dimethylformamide
溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3ea608c094ea4c5e95bcc897e35d9141
出典データセット
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07960394B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート