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

HRID 1839310
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HRID 1839310 반응식
[CH3:1][O:2][N:3]([CH3:15])[S:4]([C:7]1[N:8]=[CH:9][N:10]2[CH:14]=[CH:13][S:12][C:11]=12)(=[O:6])=[O:5].[CH2:16]([Sn:20](Cl)([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:21][CH2:22][CH2:23][CH3:24])[CH2:17][CH2:18][CH3:19].C[Si]([N-][Si](C)(C)C)(C)C.[Li+].C1COCC1.[Cl-].[NH4+]>C1COCC1.C(OCC)(=O)C>[CH3:1][O:2][N:3]([CH3:15])[S:4]([C:7]1[N:8]=[CH:9][N:10]2[CH:14]=[C:13]([Sn:20]([CH2:21][CH2:22][CH2:23][CH3:24])([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:16][CH2:17][CH2:18][CH3:19])[S:12][C:11]=12)(=[O:5])=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 15096Tributyltin Chloride2회HCID 25517Ammonium ChlorideHCID 23449100HCID 23449100, 화합물HCID 23714775LiHMDS tetrahydrofuran

생성물 1

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

시약·촉매·용매 2

HCID 8028
Tetrahydrofuran
용매
HCID 8857Ethyl Acetate용매

실험 절차

A 1.0 N lithiumbis(trimethlylsilyl)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 −4° 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.

후처리

  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)

출처 및 근거

ORD 기록
ord-9ae9a15841a84f6892240b48281b9a3c
출처 데이터셋
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06677331B2

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