Nicotinic Acid → 2-(3-Pyridyl)benzothiazole

HRID 1287829ノート

反応式

HRID 1287829 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[C:9](O)(=O)[C:10]1[CH:15]=[CH:14][CH:13]=[N:12][CH:11]=1>C(Cl)(Cl)Cl>[N:12]1[CH:13]=[CH:14][CH:15]=[C:10]([C:9]2[S:8][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[N:1]=2)[CH:11]=1

参加物

4

反応物 2

HCID 938Nicotinic AcidHCID 87132-Aminothiophenol

生成物 1

HCID 2359222-(3-Pyridyl)benzothiazole

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

o-Aminothiophenol 36.9 g (0.30 mole) and nicotinic acid 55.5 g (0.45 mole) are dissolved in 600 cc of chloroform and 360 g of polyphosphoric acid ethyl ester (PPE). The resulting solution is heated at reflux for 1 hour. It is then concentrated to dryness. The residue is poured onto 1500 cc of ice-water, and the resulting mixture is brought to pH 10 with 50% NaOH solution. The aqueous mixture is extracted with CHCl3, and the extracts dried (MgSO4), filtered, and concentrated in vacuo. The residue is recrystallized from acetonitrile to yield the title A compound (42.8 g, 68%, of theory).

後処理

  1. temperatureThe resulting solution is heated
  2. temperatureat reflux for 1 hour
  3. concentrationIt is then concentrated to dryness
  4. additionThe residue is poured onto 1500 cc of ice-water
  5. extractionThe aqueous mixture is extracted with CHCl3
  6. dry with materialthe extracts dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe residue is recrystallized from acetonitrile
  10. customto yield the title A compound (42.8 g, 68%, of theory)

出典と根拠

ORDレコード
ord-aaa49fdb4a1947e99981509e25dbf2e4
出典データセット
uspto-grants-1976_10
特許番号
US03985885

反応ノート

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