Thiophenol → HCID 9931973、化合物

HRID 1637195ノート

反応式

HRID 1637195 の反応式
N12CCCN=C1CCCCC2.Cl[C:13]1[C:14]2[CH:26]=[CH:25][C:24]([O:27][CH2:28][C:29]3[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=3)=[CH:23][C:15]=2[S:16][C:17]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19].[C:35]1([SH:41])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>CN(C)C=O>[C:35]1([S:41][C:13]2[C:14]3[CH:26]=[CH:25][C:24]([O:27][CH2:28][C:29]4[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=4)=[CH:23][C:15]=3[S:16][C:17]=2[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

参加物

5

反応物 3

HCID 7969ThiophenolHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 11046271HCID 11046271、化合物

生成物 1

HCID 9931973HCID 9931973、化合物収率 78.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU--1.46 ml, 9.5 mmol) was added to a mixture of ethyl 3-chloro-6-(3-pyridylmethoxy)benzo[b]thiophene-2-carboxylate (Preparation 4, 3.0 g, 8.6 mmol) and thiophenol (1.76 ml, 17.2 mmol) in dimethylformamide (15 ml) under a nitrogen atmosphere. The solution was heated to 60° C. for 5 hours and then partitioned between diethyl ether and water. The organics were separated and washed with water, dried (magnesium sulfate) and evaporated under reduced pressure. The residue was flash chromatographed on silica gel using diethyl ether, and then ethyl acetate, as eluant. The isolated product was crystallised from diethyl ether and hexane to give the title compound as a colourless solid (2.85 g).

後処理

  1. custompartitioned between diethyl ether and water
  2. customThe organics were separated
  3. washwashed with water
  4. dry with materialdried (magnesium sulfate)
  5. customevaporated under reduced pressure
  6. customchromatographed on silica gel
  7. customThe isolated product was crystallised from diethyl ether and hexane

出典と根拠

ORDレコード
ord-1455412dbbfb46999c58fac4f70c989f
出典データセット
uspto-grants-2000_03
特許番号
US06040309

反応ノート

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