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

HRID 46653노트

반응식

HRID 46653 반응식
[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

참가 물질

7

반응물 4

HCID 402Hydrogen Sulfide2회HCID 14798Sodium HydroxideHCID 14817Phosphorus sulfide (P2S5)HCID 3007494-(4-Methylphenyl)-1,2-diphenylbutane-1,4-dione

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 7237O-Xylene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c0f10a5bdaf64f10bbb8a1599ba45e72
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04174405

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