Tetrahydrofuran → HCID 136060807、化合物

HRID 1851440ノート

反応式

HRID 1851440 の反応式
[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

参加物

7

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 57901755HCID 57901755、化合物

生成物 1

HCID 136060807HCID 136060807、化合物収率 33%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-926696e7e2504b04ad96fbd2b0349d04
出典データセット
uspto-grants-2015_02
特許番号
US08957070B2

反応ノート

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