Toluene → Benzamide, thio-3,4,5-trimethoxy-

HRID 992983ノート

反応式

HRID 992983 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6]([NH2:8])=O.COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:25]2)=CC=1.C1(C)C=CC=CC=1>C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6](=[S:25])[NH2:8]

参加物

5

反応物 3

HCID 1140TolueneHCID 183343,4,5-TrimethoxybenzamideHCID 87949Lawesson's reagent

生成物 1

HCID 3033195Benzamide, thio-3,4,5-trimethoxy-

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
70 °C

実験手順

3,4,5-Trimethoxybenzamide (5.0 g) and 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (5.24 g) were added to toluene, and the mixture was stirred at 70° C. After 5 hours, the reaction mixture was cooled back to room temperature, diluted with ethyl acetate, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was then purified by column chromatography on silica gel (hexane:ethyl acetate=1:1 to 1:2) to obtain yellow crystals, and the crystals were further recrystallized from ethyl acetate-hexane to obtain the title compound.

後処理

  1. temperaturethe reaction mixture was cooled back to room temperature
  2. washwashed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was then purified by column chromatography on silica gel (hexane:ethyl acetate=1:1 to 1:2)
  6. customto obtain yellow crystals
  7. customthe crystals were further recrystallized from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-be5153d391294b19856519af253a945d
出典データセット
uspto-grants-2002_10
特許番号
US06472386B1

反応ノート

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