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Water → 1H-Imidazole-2-methanol, 5-((3,5-dichlorophenyl)thio)-4-(1-methylethyl)-1-(3-(2-pyridinyl)propyl)-, carbamate

HRID 1416058
ノート
印刷プレビュー

反応式

HRID 1416058 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[N:14]([CH2:15][CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[C:13]([CH2:24][OH:25])=[N:12][C:11]=2[CH:26]([CH3:28])[CH3:27])[CH:5]=[C:6]([Cl:8])[CH:7]=1.ClC(Cl)(Cl)[C:31]([N:33]=C=O)=[O:32].C(N(CC)CC)C.O>O1CCCC1.CO>[C:31]([O:25][CH2:24][C:13]1[N:14]([CH2:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[C:10]([S:9][C:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[C:6]([Cl:8])[CH:5]=2)=[C:11]([CH:26]([CH3:28])[CH3:27])[N:12]=1)(=[O:32])[NH2:33]
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

7

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 76400Trichloroacetyl isocyanateHCID 474135HCID 474135、化合物

生成物 1

HCID 4740481H-Imidazole-2-methanol, 5-((3,5-dichlorophenyl)thio)-4-(1-methylethyl)-1-(3-(2-pyridinyl)propyl)-, carbamate収率 83%

試薬・触媒・溶媒 2

HCID 887
Methanol
溶媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-40 °C

実験手順

In 10 ml of tetrahydrofuran was dissolved 110 mg of 5-(3,5-dichlorophenylthio)-4-isopropyl-2-hydroxymethyl-1-(3-(2-pyridyl)propyl)-1H-imidazole, and the mixture was cooled to -40° C. Under stirring, 45.1 μl of trichloroacetylisocyanate was added, the mixture was allowed to warm up to room temperature, and stirred for 30 minutes. Added were 100 μl of triethylamine, 600 μl of water and 600 μl of methanol, and the mixture was stirred at 70° C. for 1 hour. After completion of the reaction, the solution was distilled off under reduced pressure, an aqueous sodium hydrogen carbonate solution was added, extracted with ethyl acetate, the extract was dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate:methanol=10:1)to give 80 mg of Compound I-130 (yield 83%).

後処理

  1. temperatureto warm up to room temperature
  2. stirringstirred for 30 minutes
  3. additionAdded
  4. stirringthe mixture was stirred at 70° C. for 1 hour
  5. customAfter completion of the reaction
  6. distillationthe solution was distilled off under reduced pressure
  7. additionan aqueous sodium hydrogen carbonate solution was added
  8. extractionextracted with ethyl acetate
  9. dry with materialthe extract was dried over sodium sulfate
  10. distillationthe solvent was distilled off under reduced pressure
  11. customThe residue was purified by silica gel chromatography (ethyl acetate

出典と根拠

ORDレコード
ord-90277743fa9642ed9d6b1c444cf9ad8f
出典データセット
uspto-grants-1999_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05910506

反応ノート

読み込み中…

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