Ammonia → 5-Aminothiophene-2-sulfonamide

HRID 1182067ノート

反応式

HRID 1182067 の反応式
[N+:1](C1C=C(S(Cl)(=O)=O)SC=1)([O-])=O.[N+:13]([C:16]1[S:20][C:19]([S:21](Cl)(=[O:23])=[O:22])=[CH:18][CH:17]=1)([O-])=O.N>CC(C)=O>[NH2:13][C:16]1[S:20][C:19]([S:21]([NH2:1])(=[O:23])=[O:22])=[CH:18][CH:17]=1

参加物

5

反応物 3

HCID 222AmmoniaHCID 179863784-Nitrothiophene-2-sulfonyl chlorideHCID 217873475-Nitrothiophene-2-sulfonyl chloride

生成物 1

HCID 247115985-Aminothiophene-2-sulfonamide

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

A solution of 11.3 g (49.6 mmol) of a mixture that consists of 4-nitro-thiophene-2-sulfonyl chloride and 5-nitro-thiophene-2-sulfonyl chloride (ratio: 1.4/1.0) in acetone is added while being stirred to a saturated solution of ammonia in 170 ml of acetone at −35° C. After 30 minutes, the batch is filtered and concentrated by evaporation. The crude product is dissolved without further purification in 100 ml of ethanol. It is mixed with 6 g of Raney nickel and hydrogenated for 8 hours under low pressure at room temperature. The batch is filtered and concentrated by evaporation. 11.7 g of a mixture that consists of 4-amino-thiophene-2-sulfonic acid amide and 5-amino-thiophene-2-sulfonic acid amide is obtained at a ratio of 2:1, which is used without further purification.

後処理

  1. additionis added
  2. filtrationthe batch is filtered
  3. concentrationconcentrated by evaporation
  4. dissolutionThe crude product is dissolved without further purification in 100 ml of ethanol
  5. additionIt is mixed with 6 g of Raney nickel
  6. waithydrogenated for 8 hours under low pressure at room temperature
  7. filtrationThe batch is filtered
  8. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-2f4328d4c34847f0acd612a6f9c1073a
出典データセット
uspto-grants-2007_10
特許番号
US07288547B2

反応ノート

読み込み中…