Tetrahydrofuran → HCID 136060807, 화합물

HRID 1851440노트

반응식

HRID 1851440 반응식
[C:1]([C:3]1[NH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[NH:12][S:13]([C:16]1[S:17][CH:18]=[CH:19][CH:20]=1)(=[O:15])=[O:14])#[N:2].Cl.ON.C([N:26]([CH2:29]C)CC)C.[O:31]1CCCC1>O.CO>[O:31]1[CH:29]=[N:26][C:1]([C:3]2[NH:4][C:5]3[C:10]([CH:11]=2)=[CH:9][CH:8]=[CH:7][C:6]=3[NH:12][S:13]([C:16]2[S:17][CH:18]=[CH:19][CH:20]=2)(=[O:14])=[O:15])=[N:2]1

참가 물질

7

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 57901755HCID 57901755, 화합물

생성물 1

HCID 136060807HCID 136060807, 화합물수율 33%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

A mixture of N-(2-cyano-1H-indol-7-yl)thiophene-2-sulfonamide (0.50 g), hydroxyamine hydrochloride (0.17 g), triethylamine (0.83 mL), tetrahydrofuran (2 mL) and methanol (2 mL) was stirred at room temperature overnight. Water was added to the reaction mixture, and the obtained crystals were filtrated, washed with water and dried. A mixture of the obtained crystals and methyl orthoformate (10 mL) was heated under reflux for 4 hr. The reaction mixture was concentrated, and the residue was subjected to silica gel column chromatography. The title compound (0.18 g, yield 33%) was obtained as pale-yellow crystals from a fraction eluted with ethyl acetate-hexane (2:1, volume ratio). The crystals were recrystallized from ethyl acetate-hexane. melting point>185° C. (decomposition).

후처리

  1. filtrationthe obtained crystals were filtrated
  2. washwashed with water
  3. customdried
  4. additionA mixture of the obtained crystals and methyl orthoformate (10 mL)
  5. temperaturewas heated
  6. temperatureunder reflux for 4 hr
  7. concentrationThe reaction mixture was concentrated

출처 및 근거

ORD 기록
ord-926696e7e2504b04ad96fbd2b0349d04
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957070B2

반응 노트

불러오는 중…