Ammonia → HCID 178474184、化合物

HRID 499805ノート

反応式

HRID 499805 の反応式
[I:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=S)=[CH:4][CH:3]=1.CI.N.CO.[CH2:20]([N:22](CC)CC)[CH3:21].C(Cl)(=[O:29])C>CC#N.CN(C=O)C.N1C=CC=CC=1.C(Cl)Cl>[I:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:13]=[CH:12][CH:11]=[CH:10]/[C:9]/2=[N:22]\[C:20](=[O:29])[CH3:21])=[CH:4][CH:3]=1

参加物

11

反応物 6

HCID 222AmmoniaHCID 887MethanolHCID 6328Methyl iodideHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 86616333HCID 86616333、化合物

生成物 1

HCID 178474184HCID 178474184、化合物収率 28.9%

試薬・触媒・溶媒 4

HCID 1049Pyridine溶媒HCID 6228Dimethylformamide溶媒HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1-(4-iodophenyl)pyridine-2(1H)-thione (384 mg, 1.23 mmol) in CH3CN (10 mL), CH3I (0.80 mL, 12.8 mmol) was added. After being stirred at room temperature overnight, the mixture was concentrated in vacuo to give a solid. The solid was dissolved in DMF (6 mL). To the solution, NH3 in MeOH (7N, 3.0 mL, 21.0 mmol) and triethylamine (1.5 mL, 10.8 mmol) were added. After being stirred at room temperature overnight, the mixture was purified by HPLC to give a solid. The solid was dissolved in pyridine (3 mL) and CH2Cl2 (3 mL). To the solution, acetyl chloride (0.200 mL, 2.8 mmol) was added. After being stirred at room temperature overnight, the mixture was purified by HPLC to give (E)-N-(1-(4-iodophenyl)pyridin-2(1H)-ylidene)acetamide (120 mg).

後処理

  1. concentrationthe mixture was concentrated in vacuo
  2. customto give a solid
  3. stirringAfter being stirred at room temperature overnight
  4. customthe mixture was purified by HPLC
  5. customto give a solid
  6. stirringAfter being stirred at room temperature overnight
  7. customthe mixture was purified by HPLC

出典と根拠

ORDレコード
ord-0f54913ec8514208842310d555b92a8f
出典データセット
uspto-grants-2010_08
特許番号
US07767697B2

反応ノート

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