Methyl 3-amino-2-thiophenecarboxylate → Methyl 3-(3-(dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylate

HRID 59761

反応式

HRID 59761 の反応式
[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9][CH3:10])=[O:8].[CH3:11][N:12]([CH3:25])[C:13]([C:15]1[CH:16]=[C:17]([S:21](Cl)(=[O:23])=[O:22])[CH:18]=[CH:19][CH:20]=1)=[O:14]>Cl>[CH3:11][N:12]([CH3:25])[C:13]([C:15]1[CH:16]=[C:17]([S:21]([NH:1][C:2]2[CH:6]=[CH:5][S:4][C:3]=2[C:7]([O:9][CH3:10])=[O:8])(=[O:23])=[O:22])[CH:18]=[CH:19][CH:20]=1)=[O:14]

参加物

4

反応物 2

HCID 89652Methyl 3-amino-2-thiophenecarboxylateHCID 180721433-(Dimethylcarbamoyl)benzene-1-sulfonyl chloride

生成物 1

HCID 86703867Methyl 3-(3-(dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylate収率 91.7%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

Methyl 3-aminothiophene-2-carboxylate (93 mg, 0.592 mmol) was dissolved in Py (1.5 ml). 3-(dimethylcarbamoyl)benzene-1-sulfonyl chloride (220 mg, 0.887 mmol) was added, and the reaction was stirred at RT for 3 hrs to achieve completion. The reaction mixture was diluted with HCl 1N and extracted with AcOEt. The organic phase was washed with HCl 1N and brine, dried over Na2SO4 and concentrated under vacuum to give methyl 3-(3-(dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylate (Int. 79, 200 mg, 0.543 mmol).

後処理

  1. extractionextracted with AcOEt
  2. washThe organic phase was washed with HCl 1N and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-4b9a69ee2c1049b9bd58d7c8d5660f84
出典データセット
uspto-grants-2016_09
特許番号
US09440954B2

関連ノート

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