Nicotinic Acid → 2-(3-Pyridyl)benzothiazole

HRID 1287829노트

반응식

HRID 1287829 반응식
[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

참가 물질

4

반응물 2

HCID 938Nicotinic AcidHCID 87132-Aminothiophenol

생성물 1

HCID 2359222-(3-Pyridyl)benzothiazole

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-aaa49fdb4a1947e99981509e25dbf2e4
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03985885

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