Diethyl Oxalate → HCID 178470315、化合物

HRID 131203

反応式

HRID 131203 の反応式
[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([NH2:9])=[O:8].CC[O-].[Na+].[CH2:14]([O:16][C:17](=[O:23])[C:18](OCC)=O)[CH3:15]>CCO>[OH:8][C:7]1[C:3]2[S:4][CH:5]=[CH:6][C:2]=2[N:1]=[C:18]([C:17]([O:16][CH2:14][CH3:15])=[O:23])[N:9]=1

参加物

5

反応物 3

HCID 7268Diethyl OxalateHCID 5189933-Aminothiophene-2-carboxamideHCID 2723922Sodium ethoxide

生成物 1

HCID 178470315HCID 178470315、化合物収率 74%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 3-aminothiophene-2-carboxamide (1.23 g, 8.65 mmol) and EtOH (25 mL) was treated with NaOEt (1.2 g, 17.3 mmol) and diethyloxalate (2.3 mL, 17.3 mmol), refluxed for 18 h, cooled, concentrated in vacuo, treated with water, acidified with HOAc and filtered to give the title compound (1.43 g, 74%) as a cream solid: IR νmax Nujol)/cm−1 3180, 3119, 3078, 3006, 2955, 2924, 2854, 1737, 1667, 1651, 1300 and 1176; NMR δH (400 MHz, DMSO) 1.37 (3H, t, J 7.0 Hz), 4.40 (2H, q, J 7.0 Hz), 7.58 (1H, d, J 5.0 Hz), 8.30 (1H, d, J 5.1 Hz), and 12.92 (1H, s).

後処理

  1. temperaturerefluxed for 18 h
  2. temperaturecooled
  3. concentrationconcentrated in vacuo
  4. additiontreated with water
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-18e76db551d84be996568917ff3e1d18
出典データセット
uspto-grants-2008_06
特許番号
US07384949B2

関連ノート

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