1,3-Dichloroacetone → HCID 86624334、化合物

HRID 2362810

反応式

HRID 2362810 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH2:11])=[S:10])=[CH:4][CH:3]=1.Cl[CH2:13][C:14]([CH2:16]Cl)=O.[NH2:18][C:19]1[C:24]([C:25]#[N:26])=[C:23]([C:27]2[CH:32]=[CH:31][C:30]([O:33][CH2:34][CH:35]3[CH2:39][O:38][C:37]([CH3:41])([CH3:40])[O:36]3)=[CH:29][CH:28]=2)[C:22]([C:42]#[N:43])=[C:21]([SH:44])[N:20]=1.C(=O)(O)[O-].[Na+]>C(O)C>[NH2:18][C:19]1[C:24]([C:25]#[N:26])=[C:23]([C:27]2[CH:32]=[CH:31][C:30]([O:33][CH2:34][CH:35]3[CH2:39][O:38][C:37]([CH3:40])([CH3:41])[O:36]3)=[CH:29][CH:28]=2)[C:22]([C:42]#[N:43])=[C:21]([S:44][CH2:16][C:14]2[N:11]=[C:9]([NH:8][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[S:10][CH:13]=2)[N:20]=1

参加物

6

反応物 4

HCID 107931,3-DichloroacetoneHCID 516892Sodium BicarbonateHCID 6930611-(4-Fluorophenyl)-2-thioureaHCID 178431437HCID 178431437、化合物

生成物 1

HCID 86624334HCID 86624334、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

102 mg (0.6 mmol) of 4-fluorophenylthiourea and 73.6 mg (0.58 mmol) of 1,3-dichloroacetone are dissolved in 2.5 ml of ethanol, and the mixture is stirred under reflux for 60 min. The mixture is allowed to cool and concentrated using a rotary evaporator. The residue is taken up in 1.5 ml of DMF, 153 mg (0.4 mmol) of the compound from Example 3A and 101 mg (1.2 mmol) of sodium bicarbonate are added and the reaction solution is stirred at RT for a further 16 h. The reaction mixture is purified directly by preparative HPLC chromatography (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5).

後処理

  1. temperatureunder reflux for 60 min
  2. temperatureto cool
  3. concentrationconcentrated
  4. customa rotary evaporator
  5. stirringthe reaction solution is stirred at RT for a further 16 h
  6. customThe reaction mixture is purified directly by preparative HPLC chromatography (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5)

出典と根拠

ORDレコード
ord-4e52978ae3a14672b5123e0fbb6a7afb
出典データセット
uspto-grants-2014_04
特許番号
US08691850B2

関連ノート

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