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Triethylamine → N-cyano-N'-(4-methylthiobenzyl)-4-pyridinecarboximidamide

HRID 327125
ノート
印刷プレビュー

反応式

HRID 327125 の反応式
[C:1]([N:3]=[C:4]([C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1)OC(C)C)#[N:2].Cl.[CH3:16][S:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22][NH2:23])=[CH:20][CH:19]=1.C(N(CC)CC)C>CO>[C:1]([NH:3][C:4]([C:9]1[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=1)=[N:23][CH2:22][C:21]1[CH:24]=[CH:25][C:18]([S:17][CH3:16])=[CH:19][CH:20]=1)#[N:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 10012715Isopropyl N-cyano-4-pyridinecarboximidateHCID 19734486[4-(Methylsulfanyl)phenyl]methanamine hydrochloride

生成物 1

HCID 19734494N-cyano-N'-(4-methylthiobenzyl)-4-pyridinecarboximidamide収率 49%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Isopropyl N-cyano-4-pyridinecarboximidate (0.40 g, 2.1 mmol) was dissolved in methanol (15 ml), and 4-methylthiobenzylamine hydrochloride (0.60 g, 3.2 mmol) and triethylamine (0.43 g, 4.2 mmol) were added. The mixture was stirred at room temperature for 1 hour. After the reaction was completed, the reaction solution was then concentrated under reduced pressure. The residual concentrate was extracted with ethyl acetate (50 ml×3). The ethyl acetate layer was washed with water (100 ml), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residual concentrate was crystallized from methanol-diethyl ether to give the title compound (0.29 g, 1.0 mmol, yield: 49%) as colorless crystals.

後処理

  1. concentrationthe reaction solution was then concentrated under reduced pressure
  2. concentrationThe residual concentrate
  3. extractionwas extracted with ethyl acetate (50 ml×3)
  4. washThe ethyl acetate layer was washed with water (100 ml)
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. concentrationThe residual concentrate
  8. customwas crystallized from methanol-diethyl ether

出典と根拠

ORDレコード
ord-5daa57fc6540410793f4c0b83f56f04c
出典データセット
uspto-grants-1993_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05272164

反応ノート

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