Diethyl Oxalate → HCID 178470315, 화합물

HRID 131203

반응식

HRID 131203 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 178470315HCID 178470315, 화합물수율 74%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-18e76db551d84be996568917ff3e1d18
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384949B2

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