Hydrogen Sulfide → 5-(4-Methylphenyl)-2,3-diphenylthiophene

HRID 46653ノート

反応式

HRID 46653 の反応式
[C:1]1([C:7](=O)[CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:27].S.[OH-].[Na+]>C(O)C.C1(C)C(C)=CC=CC=1>[C:1]1([C:7]2[S:27][C:10]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=3)=[CH:9][C:8]=2[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

7

反応物 4

HCID 402Hydrogen Sulfide2 回HCID 14798Sodium HydroxideHCID 14817Phosphorus sulfide (P2S5)HCID 3007494-(4-Methylphenyl)-1,2-diphenylbutane-1,4-dione

生成物 1

HCID 203866205-(4-Methylphenyl)-2,3-diphenylthiophene収率 107.4%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 7237O-Xylene溶媒

実験手順

In a 1-liter stainless steel autoclave equipped with stirrer were placed 71 g (0.217 mole) of 1,2-diphenyl-4-p-tolylbutane-1,4-dione, 100 ml of xylene, and 45 g (0.101 mole) of phosphorus pentasulfide. The autoclave was sealed, chilled in a Dry Ice-acetone bath, and charged with 120 g (3.52 moles) of hydrogen sulfide. The autoclave was then heated at 160°-190° C. (920-1130 psig) for 225 minutes. The autoclave was cooled to room temperature and the hydrogen sulfide vented into an aqueous sodium hydroxide solution. The residue in the autoclave was stirred with 150 ml of absolute ethanol. The slurry thus formed was filtered. The residue was dried to give 35.4 g (50.0%) of crude 2,3-diphenyl-5-p-tolylthiophene, m.p. 110°-112° C. Recrystallization from 190 ml. of toluene and 625 ml. of ethanol gave 30.1 g (42.5%) of pure 2,3-diphenyl-5-p-tolylthiophene, m.p. 114°-116° C.

後処理

  1. customThe autoclave was sealed
  2. temperaturechilled in a Dry Ice-acetone bath
  3. temperatureThe autoclave was then heated at 160°-190° C. (920-1130 psig) for 225 minutes
  4. customThe slurry thus formed
  5. filtrationwas filtered
  6. customThe residue was dried

出典と根拠

ORDレコード
ord-c0f10a5bdaf64f10bbb8a1599ba45e72
出典データセット
uspto-grants-1979_11
特許番号
US04174405

反応ノート

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