Methanol → 5,6-Bis(p-anisyl)-2,3-dihydroimidazo[2,1-b]thiazole

HRID 444285노트

반응식

HRID 444285 반응식
[NH2:1][C:2]1[S:3][CH2:4][CH2:5][N:6]=1.[CH3:7][OH:8].Br[CH:10]([C:21]1[CH:28]=[CH:27][C:24](OC)=[CH:23][CH:22]=1)[C:11](=O)[C:12]1[CH:19]=[CH:18][C:15]([O:16][CH3:17])=[CH:14][CH:13]=1.[C:29](#N)[CH3:30]>>[CH2:28]([C:21]1[N:6]2[C:2]([S:3][CH2:4][CH2:5]2)=[N:1][C:10]=1[CH2:11][C:12]1[CH:13]=[CH:14][C:15]([O:16][CH3:17])=[CH:18][CH:19]=1)[C:27]1[CH:24]=[CH:23][C:22]([O:8][CH3:7])=[CH:30][CH:29]=1

참가 물질

5

반응물 4

HCID 887MethanolHCID 6342AcetonitrileHCID 156894,5-Dihydro-2-thiazolamineHCID 3441532-Bromo-1,2-bis(4-methoxyphenyl)ethanone

생성물 1

HCID 571019865,6-Bis(p-anisyl)-2,3-dihydroimidazo[2,1-b]thiazole

실험 절차

2-Amino-4,5-dihydrothiazole (10.2 g.) in 50 ml. of methanol was added to a stirred solution of 33.5 g. of α-bromodesoxy-p-anisoin in 200 ml. of acetonitrile in a nitrogen atmosphere. After 2-3 days at room temperature, the solution was evaporated in vacuo. The residue was partitioned between 200 ml. of methylene chloride and 10% aqueous sodium carbonate solution. The organic solution was washed twice with saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and evaporated in vacuo. The residue was recrystallized twice from acetonitrile to give 5,6-bis(p-anisyl)-2,3-dihydroimidazo[2,1-b]thiazole, m.p. 154.5°-156.5° C.

후처리

  1. customthe solution was evaporated in vacuo
  2. customThe residue was partitioned between 200 ml
  3. washThe organic solution was washed twice with saturated aqueous sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customThe residue was recrystallized twice from acetonitrile

출처 및 근거

ORD 기록
ord-5e92b5dc3f9a4655a569294f7b5cc033
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04263311

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