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Formic Acid → 5-(Trifluoromethyl)thiophene-2-sulfonamide

HRID 1297178
ノート
印刷プレビュー

反応式

HRID 1297178 の反応式
S(C1C=CC(N2C(O[C:17]3[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[S:19][C:18]=3[S:26]([NH2:29])(=[O:28])=[O:27])=NN=N2)=CC=1)(=O)(=O)N.O.CCO.C(O)=O>C1C=CC=CC=1.[Pd]>[F:25][C:22]([F:23])([F:24])[C:20]1[S:19][C:18]([S:26]([NH2:29])(=[O:28])=[O:27])=[CH:17][CH:21]=1
参加物反応条件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 284Formic AcidHCID 702EthanolHCID 962WaterHCID 220194903-[1-(4-sulfamoyl-phenyl)-1H-tetrazol-5-yloxy]-5-trifluoromethyl-thiophene-2-sulfonamide

生成物 1

HCID 220194975-(Trifluoromethyl)thiophene-2-sulfonamide収率 17%

試薬・触媒・溶媒 2

HCID 23938
Palladium
触媒
HCID 241Benzene溶媒2 回

反応条件

温度
80 °C

実験手順

To a solution of 3-[1-(4-sulfamoyl-phenyl)-1H-tetrazol-5-yloxy]-5-trifluoromethyl-thiophene-2-sulfonamide (210 mg, 0.47 mmol) in benzene (50 mL) is added H2O (2 mL), EtOH (3 mL), formic acid (2 mL) and 10% palladium on carbon (350 mg). The mixture is heated to 80° C. overnight. The reaction mixture is cooled to room temperature and diluted with benzene (50 mL). The reaction mixture is filtered. The benzene layer is dried (Na2SO4), filtered and concentrated. The crude product is chromatographed on silica gel, eluting with EtOAc:Hex (1:10) to afford the title compound (18 mg, 17%) as a white solid.

後処理

  1. temperatureThe reaction mixture is cooled to room temperature
  2. filtrationThe reaction mixture is filtered
  3. dry with materialThe benzene layer is dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude product is chromatographed on silica gel
  7. washeluting with EtOAc

出典と根拠

ORDレコード
ord-ee4e6a5cc7b84991a32b0ade466db901
出典データセット
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07250430B2

反応ノート

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