m-Chloroperbenzoic acid → 1-(2-Acetylaminoethyl)-4-methanesulphinylpyridinium chloride

HRID 2118592

反応式

HRID 2118592 の反応式
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.[C:9]([NH:12][CH2:13][CH2:14][Cl:15])(=[O:11])[CH3:10].ClC1C=CC=C(C(OO)=[O:24])C=1>C(Cl)Cl.C(O)(C(F)(F)F)=O>[Cl-:15].[C:9]([NH:12][CH2:13][CH2:14][N+:6]1[CH:7]=[CH:8][C:3]([S:2]([CH3:1])=[O:24])=[CH:4][CH:5]=1)(=[O:11])[CH3:10]

参加物

5

反応物 3

HCID 70297m-Chloroperbenzoic acidHCID 81815N-(2-Chloroethyl)acetamideHCID 1409384-(Methylthio)pyridine

生成物 1

HCID 200289951-(2-Acetylaminoethyl)-4-methanesulphinylpyridinium chloride

試薬・触媒・溶媒 1

HCID 21863450Trifluoroacetic acid methylene chloride溶媒

実験手順

The starting material may be obtained as follows: Reaction of 4-methylthiopyridine with 4 equivalents of N-acetyl-2-chloroethylamine at 80° for 4 hours gave, after precipitation from CH2Cl2 solution with EtOAc, 1-(2-acetylaminoethyl)-4-methylthiopyridinium chloride in solvent B: 1.76(s, 3H); 2.69(s, 3H); 3.6(t, 2H); 4.5(t, 2H); 7.87(d, 2H); 8.64(d, 2H). This compound was reacted with one equivalent of metachlorperbenzoic acid in CH2Cl2 /TFA at 0° to ambient temperature for 30 minutes. The product was precipitated from CH2Cl2 /MeOH solution with ether to give 1-(2-acetylaminoethyl)-4-methanesulphinylpyridinium chloride. n.m.r. in solvent B: 1.76(s, 3H); 3.0(s, 3H); 3.66(t, 2H); 4.74(t, 2H); 8.47(d, 2H); 9.22(d, 2H).

後処理

  1. customThe starting material may be obtained
  2. customgave
  3. customafter precipitation from CH2Cl2 solution with EtOAc, 1-(2-acetylaminoethyl)-4-methylthiopyridinium chloride in solvent B
  4. customThe product was precipitated from CH2Cl2 /MeOH solution with ether

出典と根拠

ORDレコード
ord-3f66bd1ffc9c4959a28360153d3e8a72
出典データセット
uspto-grants-1987_07
特許番号
US04678781

関連ノート

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