Stannous chloride dihydrate → Methyl 3-amino-5-bromothiophene-2-carboxylate

HRID 532451ノート

反応式

HRID 532451 の反応式
O.O.[Sn](Cl)Cl.[CH3:6][O:7][C:8]([C:10]1[S:11][C:12]([Br:18])=[CH:13][C:14]=1[N+:15]([O-])=O)=[O:9]>CO>[CH3:6][O:7][C:8]([C:10]1[S:11][C:12]([Br:18])=[CH:13][C:14]=1[NH2:15])=[O:9]

参加物

4

反応物 2

HCID 61436Stannous chloride dihydrateHCID 57618723Methyl 5-bromo-3-nitrothiophene-2-carboxylate

生成物 1

HCID 20158931Methyl 3-amino-5-bromothiophene-2-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
65 °C

実験手順

Tin(II) chloride dihydrate (74.8 g) was added in portions to a solution of 5-bromo-3-nitrothiophene-2-carboxylic acid methyl ester (21.0 g) in methanol (1 L), and the mixture was stirred at 65° C. for 30 min. The mixture was concentrated and 500 mL of ethyl acetate and 700 mL of Rochelle's salt solution were added to the residue. The mixture was vigorously stirred for 1 h. The organic phase was dried over magnesium sulfate and concentrated. The product with the molecular weight of 236.09 (C6H6BrNO2S) was obtained in this way; MS (ESI): 236 (M+H+).

後処理

  1. concentrationThe mixture was concentrated
  2. addition500 mL of ethyl acetate and 700 mL of Rochelle's salt solution were added to the residue
  3. stirringThe mixture was vigorously stirred for 1 h
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. concentrationconcentrated
  6. customThe product with the molecular weight of 236.09 (C6H6BrNO2S) was obtained in this way

出典と根拠

ORDレコード
ord-292af65a6c7c49598d87862f7e52ba11
出典データセット
uspto-grants-2014_10
特許番号
US08853208B2

反応ノート

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