2-Methyl-3-furanthiol → 4-(2-Methyl-furan-3-ylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester

HRID 723072노트

반응식

HRID 723072 반응식
[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([N+:11]([O-:13])=[O:12])=[C:8](Br)[CH:9]=1)=[O:4].[CH3:14][C:15]1[O:16][CH:17]=[CH:18][C:19]=1[SH:20]>C1COCC1>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([N+:11]([O-:13])=[O:12])=[C:8]([S:20][C:19]2[CH:18]=[CH:17][O:16][C:15]=2[CH3:14])[CH:9]=1)=[O:4]

참가 물질

4

반응물 2

HCID 342862-Methyl-3-furanthiolHCID 13291027Methyl 4-bromo-5-nitrothiophene-2-carboxylate

생성물 1

HCID 695867094-(2-Methyl-furan-3-ylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-Bromo-5-nitro-thiophene-2-carboxylic acid methyl ester ((Example 114, step c) 532 mg, 2 mmol), 2-methyl-furan-3-thiol (600 mg, 5.26 mmol), and DMAP-polystyrene resin (2 g, 2.86 mmol) were stirred in THF (10 mL) for 12 h at rt. The resin was filtered and washed with several portions of DCM (100 mL total volume). The filtrate was concentrated in vacuo and the yellow residue (480 mg, 80%) was used without further purification. 1H-NMR (CDCl3): δ 7.46 (d, 1H, J=1.9 Hz), 7.05 (s, 1H), 6.43 (d, 1H, J=1.9 Hz), 3.90 (s, 3H), 2.38 (s, 3H).

후처리

  1. filtrationThe resin was filtered
  2. washwashed with several portions of DCM (100 mL total volume)
  3. concentrationThe filtrate was concentrated in vacuo
  4. customthe yellow residue (480 mg, 80%) was used without further purification

출처 및 근거

ORD 기록
ord-d22bd471740c4942b41b1c5b6c0f7975
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138530B2

반응 노트

불러오는 중…