Dimethyl Sulfoxide → 2-(2-Hydroxyethylthio)naphthacene-5,12-dione

HRID 359622

反応式

HRID 359622 の反応式
F[C:2]1[CH:19]=[CH:18][C:17]2[C:16](=[O:20])[C:15]3[C:6](=[CH:7][C:8]4[C:13]([CH:14]=3)=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:5](=[O:21])[C:4]=2[CH:3]=1.[SH:22][CH2:23][CH2:24][OH:25].C(=O)([O-])[O-].[K+].[K+].CS(C)=O>O>[OH:25][CH2:24][CH2:23][S:22][C:2]1[CH:19]=[CH:18][C:17]2[C:16](=[O:20])[C:15]3[C:6](=[CH:7][C:8]4[C:13]([CH:14]=3)=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:5](=[O:21])[C:4]=2[CH:3]=1

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 15672-MercaptoethanolHCID 11430Potassium CarbonateHCID 200898282-Fluorotetracene-5,12-dione

生成物 1

HCID 200654142-(2-Hydroxyethylthio)naphthacene-5,12-dione

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1 g (3.62 mmol) of 2-fluoronaphthacene-5,12-dione (prepared according to U.S. Pat. No. 4,522,754), 0.31 g (3.98 mmol) of 2-mercaptoethanol, 1.50 g (10.86 mmol) of potassium carbonate and 10 ml of DMSO are stirred at 25° C. for 3 minutes. The mixture is poured into water. The crystals are filtered off and dissolved in tetrahydrofuran/toluene, the solution dried over sodium sulfate and evaporated. The residue is recrystallized from THF/toluene/pentane. Yield 1 g (83%); melting point 195°-196° C.

後処理

  1. filtrationThe crystals are filtered off
  2. dissolutiondissolved in tetrahydrofuran/toluene
  3. dry with materialthe solution dried over sodium sulfate
  4. customevaporated
  5. customThe residue is recrystallized from THF/toluene/pentane

出典と根拠

ORDレコード
ord-5a1d892617ac412782763614347f542f
出典データセット
uspto-grants-1991_03
特許番号
US05001243

関連ノート

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