Pyrrolidine → Benzothiazole, 5-methoxy-2-(beta-(1-pyrrolidinyl)-p-phenetidino)-

HRID 1076832노트

반응식

HRID 1076832 반응식
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20]Cl)=[CH:14][CH:13]=3)=[N:8][C:7]=2[CH:22]=1.[NH:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1>COCCO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:23]4[CH2:27][CH2:26][CH2:25][CH2:24]4)=[CH:14][CH:13]=3)=[N:8][C:7]=2[CH:22]=1

참가 물질

4

반응물 2

HCID 31268PyrrolidineHCID 215385995-Methoxy-2-[4-(2-chloroethoxy)anilino]benzothiazole

생성물 1

HCID 38054Benzothiazole, 5-methoxy-2-(beta-(1-pyrrolidinyl)-p-phenetidino)-

시약·촉매·용매 1

HCID 80192-Methoxyethanol용매

실험 절차

A mixture of 5-methoxy-2-[4-(2-chloroethoxy)anilino]benzothiazole (200 g.), pyrrolidine (144 ml.) and 2-methoxyethanol (1 liter) is boiled under reflux for 16 hours. The mixture is evaporated from the steam bath at reduced pressure and the residue dissolved in approximately 2N hydrochloric acid. The solution is washed with ethyl acetate, basified with 40% sodium hydroxide solution and extracted with chloroform. The chloroform is washed with water, dried over magnesium sulphate and passed through a column of alumina. The column is washed with chloroform and the combined chloroform solutions evaporated. The residue is recrystallised from 2-methoxyethanol to give 5-methoxy-2-[4-(2-pyrrolidin-1-ylethoxy)anilino]benzothiazole, m.p. 167° - 168°C.

후처리

  1. temperatureunder reflux for 16 hours
  2. customThe mixture is evaporated from the steam bath at reduced pressure
  3. dissolutionthe residue dissolved in approximately 2N hydrochloric acid
  4. washThe solution is washed with ethyl acetate
  5. extractionextracted with chloroform
  6. washThe chloroform is washed with water
  7. dry with materialdried over magnesium sulphate
  8. washThe column is washed with chloroform
  9. customthe combined chloroform solutions evaporated
  10. customThe residue is recrystallised from 2-methoxyethanol

출처 및 근거

ORD 기록
ord-7b807eee5d1a450c9885bdbf191aba69
출처 데이터셋
uspto-grants-1976_05
특허 번호
US03957999

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