1,2-Dichloroethane → 5-Nitrothiophene-2-carboxamide
反応式
[N+:1]([C:4]1[S:8][C:7]([C:9]([OH:11])=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH4+].[Cl-].C1C=CC2N(O)N=[N:20]C=2C=1.C(Cl)CCl.CCN(C(C)C)C(C)C>CN(C=O)C>[N+:1]([C:4]1[S:8][C:7]([C:9]([NH2:20])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]参加物
7
実験手順
5-Nitro-2-thiophenecarboxylic acid (7.50 g, 43.3 mmol), NH4Cl (6.95 g, 130 mmol), HOBT (8.62 g, 56.3 mmol), and EDC (12.46 g, 65.0 mmol) were combined with DMF (100 mL) and DIEA (15.13 mL, 87.0 mmol). The reaction was stirred at room temperature overnight. The brown solution was concentrated, diluted with saturated NaHCO3, and extracted with EtOAc (2×). The combined organic layers were washed with brine, dried (MgSO4), filtered, and evaporated. The solid residue was triturated with CH2Cl2 and filtered to isolate the title compound as a colorless solid.
後処理
- concentrationThe brown solution was concentrated
- additiondiluted with saturated NaHCO3
- extractionextracted with EtOAc (2×)
- washThe combined organic layers were washed with brine
- dry with materialdried (MgSO4)
- filtrationfiltered
- customevaporated
- customThe solid residue was triturated with CH2Cl2
- filtrationfiltered
出典と根拠
- ORDレコード
- ord-6a2e4d6237f6404db21ffed4eb9386da
- 出典データセット
- uspto-grants-2013_02
- 特許番号
- US08367706B2
反応ノート
読み込み中…