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Tributyltin Chloride → 7-(N-Methoxy-N-methylsulfamoyl)-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole

HRID 989845
ノート
印刷プレビュー

反応式

HRID 989845 の反応式
C[Si]([N-][Si](C)(C)C)(C)C.[Li+].C1COCC1.[CH3:16][O:17][N:18]([CH3:30])[S:19]([C:22]1[N:23]=[CH:24][N:25]2[CH:29]=[CH:28][S:27][C:26]=12)(=[O:21])=[O:20].[CH2:31]([Sn:35](Cl)([CH2:40][CH2:41][CH2:42][CH3:43])[CH2:36][CH2:37][CH2:38][CH3:39])[CH2:32][CH2:33][CH3:34].[Cl-].[NH4+]>C1COCC1.C(OCC)(=O)C>[CH3:16][O:17][N:18]([CH3:30])[S:19]([C:22]1[N:23]=[CH:24][N:25]2[CH:29]=[C:28]([Sn:35]([CH2:36][CH2:37][CH2:38][CH3:39])([CH2:40][CH2:41][CH2:42][CH3:43])[CH2:31][CH2:32][CH2:33][CH3:34])[S:27][C:26]=12)(=[O:20])=[O:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 15096Tributyltin Chloride2 回HCID 25517Ammonium ChlorideHCID 23449100HCID 23449100、化合物HCID 23714775LiHMDS tetrahydrofuran2 回

生成物 1

HCID 234492297-(N-Methoxy-N-methylsulfamoyl)-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole

試薬・触媒・溶媒 2

HCID 8028
Tetrahydrofuran
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

A 1.0 N lithiumbis(trimethylsilyl)amide/THF solution (2.0 ml) was added to a solution of 0.44 g of 7-(N-methoxy-N-methylsulfamoyl)imidazo[5,1-b]thiazole in 9 ml of dry THF in an argon atmosphere at −40° C. The mixture was stirred at the same temperature for 30 min. Tri-n-butylstannyl chloride (0.58 ml) was added thereto. The mixture was stirred for 30 min. Further, a 1.0 N lithiumbis(trimethylsilyl)amide/THF solution (2.5 ml) was then added, followed by stirring for 30 min. Tri-n-butylstannyl chloride (0.1 ml) was added thereto. The mixture was stirred at the same temperature for 30 min. A saturated aqueous ammonium chloride solution was added thereto, and the ethyl acetate was then added, followed by washing with water and saturated brine in that order. The organic layer was dried over anhydrous magnesium sulfate. The solvent was removed by distillation. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:2) to give 0.39 g of the title compound.

後処理

  1. stirringThe mixture was stirred for 30 min
  2. stirringby stirring for 30 min
  3. stirringThe mixture was stirred at the same temperature for 30 min
  4. washby washing with water and saturated brine in that order
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. customThe solvent was removed by distillation
  7. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:2)

出典と根拠

ORDレコード
ord-2e40d5e314a8442ba7b7ec5dc95ce7d0
出典データセット
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06458780B1

反応ノート

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