2-Aminothiophenol → 2-(5-Methylpyridin-2-yl)-1,3-benzothiazole

HRID 224311

反応式

HRID 224311 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[CH3:9][C:10]1[CH:11]=[CH:12][C:13]([C:16](O)=O)=[N:14][CH:15]=1.[OH-].[Na+]>O>[S:8]1[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=[C:16]1[C:13]1[CH:12]=[CH:11][C:10]([CH3:9])=[CH:15][N:14]=1

参加物

5

反応物 3

HCID 87132-AminothiophenolHCID 14798Sodium HydroxideHCID 1995755-Methylpicolinic acid

生成物 1

HCID 123541122-(5-Methylpyridin-2-yl)-1,3-benzothiazole収率 88.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

22.5 g (0.18 mol) of o-aminothiophenol, 25 g (0.18 mol) of 5-methylpicolic acid and 100 g of polyphosphoric acid were admixed and stirred in nitrogen gas streams at 170°-200° C. and the mixture was poured in 1 l of water. The mixture was adjusted to pH 5 with an aqueous solution of sodium hydroxide and the resulting crystals were recovered by filtration, whereupon 40 g of 2-(benzothiazol-2-yl)-5methylpyridine was obtained as crude crystals. This crude product was recrystallized from ligroine. By the above procedure was obtained 36 g of the same compound as colorless flakes melting at 169.5°-170.0° C.

後処理

  1. filtrationthe resulting crystals were recovered by filtration, whereupon 40 g of 2-(benzothiazol-2-yl)-5methylpyridine
  2. customwas obtained as crude crystals
  3. customThis crude product was recrystallized from ligroine

出典と根拠

ORDレコード
ord-a78161e6770442f0bac33bd238d93fb8
出典データセット
uspto-grants-1980_11
特許番号
US04232010

関連ノート

読み込み中…