Potassium Hydroxide → 2-(1H-imidazol-2-yl)-4-methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazole

HRID 1244383

반응식

HRID 1244383 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:5][C:4]=1[NH:15][C:16]([C:18]1[NH:19][CH:20]=[CH:21][N:22]=1)=[S:17].[OH-].[K+]>O.[C-]#N.[C-]#N.[C-]#N.[C-]#N.[C-]#N.[C-]#N.[K+].[K+].[K+].[K+].[Fe+6]>[NH:22]1[CH:21]=[CH:20][N:19]=[C:18]1[C:16]1[S:17][C:5]2[C:6]([CH:9]3[CH2:14][CH2:13][O:12][CH2:11][CH2:10]3)=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=2[N:15]=1

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 865950071H-imidazole-2-carbothioic acid [2-methoxy-5-(tetrahydro-pyran-4-yl)-phenyl]-amide

생성물 1

HCID 1358567812-(1H-imidazol-2-yl)-4-methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazole수율 41.1%

시약·촉매·용매 2

HCID 11963580Ferrate(4-), hexakis(cyano-C)-, tetrapotassium, (OC-6-11)-촉매HCID 962Water용매2회

실험 절차

0.085 g of 1H-Imidazole-2-carbothioic acid [2-methoxy-5-(tetrahydro-pyran-4-yl)-phenyl]-amide (0.27 mmol) was taken up in water (6.0 ml) and treated with 0.06 g KOH (1.07 mmol) and 0.331 g of potassium hexacyano ferrate (1.0 mmol) at reflux for 16 h. After cooling to ambient temperature water (10 ml) was added and the reaction mixture was extracted with methylene chloride and dried over sodium sulfate. The residue was dried in vacuo at 40° C. One obtained 0.035 g of 2-(1H-imidazol-2-yl)-4-methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazole (41%) as a light brown solid; M.p.: 220–224° C.

후처리

  1. temperatureat reflux for 16 h
  2. additionwas added
  3. extractionthe reaction mixture was extracted with methylene chloride
  4. dry with materialdried over sodium sulfate
  5. customThe residue was dried in vacuo at 40° C

출처 및 근거

ORD 기록
ord-ad9ccba7f77e4609b3cfaa9e1bd19491
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07122545B2

연결된 노트

불러오는 중…