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

HRID 1244383

反応式

HRID 1244383 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 11963580Ferrate(4-), hexakis(cyano-C)-, tetrapotassium, (OC-6-11)-触媒HCID 962Water溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ad9ccba7f77e4609b3cfaa9e1bd19491
出典データセット
uspto-grants-2006_10
特許番号
US07122545B2

関連ノート

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