Hydrogen Peroxide → 3-(4-Methoxyphenyl)-4-methylisothiazol-5-amine

HRID 2422702ノート

反応式

HRID 2422702 の反応式
OO.[NH2:3][C:4]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1)=[C:5]([CH3:9])[C:6]([NH2:8])=[S:7]>CO>[CH3:17][O:16][C:13]1[CH:12]=[CH:11][C:10]([C:4]2[C:5]([CH3:9])=[C:6]([NH2:8])[S:7][N:3]=2)=[CH:15][CH:14]=1

参加物

4

反応物 2

HCID 784Hydrogen PeroxideHCID 73012606HCID 73012606、化合物

生成物 1

HCID 534010803-(4-Methoxyphenyl)-4-methylisothiazol-5-amine収率 88.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Add hydrogen peroxide (30% by weight, 2.39 g, 70.3 mmol) to a solution of 3-amino-3-(4-methoxyphenyl)-2-methyl-thioacrylamide (7.800 g, 35.135 mmol) in methanol (703 mL). Stir 3 h. Quench the reaction with Na2S2O3 (20% in water) and evaporate to 10 mL. Dilute with EtOAc (500 mL) and wash the organic phase with brine (3×100 mL), evaporate and crystallize from EtOAc/hexane to afford 3-(4-methoxy-phenyl)-4-methylisothiazol-5-ylamine. Yield: 88.2%. ES-MS: m/e 221.0 (m+1).

後処理

  1. customQuench
  2. customthe reaction with Na2S2O3 (20% in water)
  3. customevaporate to 10 mL
  4. additionDilute with EtOAc (500 mL)
  5. washwash the organic phase with brine (3×100 mL)
  6. customevaporate
  7. customcrystallize from EtOAc/hexane

出典と根拠

ORDレコード
ord-0bc87021aae74ea1bc1d4c5772df4842
出典データセット
uspto-grants-2011_06
特許番号
US07960419B2

反応ノート

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