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Hydrogen Sulfide → 2,3-Diphenyl-5-p-methoxyphenylthiophene

HRID 46662
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인쇄 미리보기

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HRID 46662 반응식
[C:1]1([C:7](=O)[CH:8]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(C)C(C)=CC=CC=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:36].S>C(O)C>[C:1]1([C:7]2[S:36][C:10]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)=[CH:9][C:8]=2[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 402Hydrogen Sulfide2회HCID 7237O-XyleneHCID 14817Phosphorus sulfide (P2S5)HCID 27330391,2-Diphenyl-4-p-methoxyphenylbutane-1,4-dione

생성물 1

HCID 540912942,3-Diphenyl-5-p-methoxyphenylthiophene수율 142.8%

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

In a 1-liter steel autoclave fitted with a mechanical stirrer, a thermometer and a pressure gauge were placed 32 g (0.09 mole) of 1,2-diphenyl-4-p-methoxyphenylbutane-1,4-dione, 100 ml of xylene, 20 g (0.045 mole) of phosphorus pentasulfide and 130 g of hydrogen sulfide. The mixture was stirred and heated 3 hours at 157°-162° C. (1190-1220 psig). The vessel was cooled and the hydrogen sulfide vented into an aqueous sodium hydroxide trap. The semisolid residue was stirred with 150 ml of absolute ethanol. Filtration gave 23 g (72%) of crude product, m.p. 130°-132° C. and a second crop of 3.7 g (11.6%) m.p. 124°-126° C. The two crops were combined and recrystallized from a mixture of 30 ml of dioxane and 60 ml of absolute ethanol to give 22 g (69%) of pure product m.p. 133°-134° C.

후처리

  1. temperatureheated 3 hours at 157°-162° C. (1190-1220 psig)
  2. temperatureThe vessel was cooled
  3. filtrationFiltration
  4. customgave 23 g (72%) of crude product, m.p. 130°-132° C.
  5. customrecrystallized from a mixture of 30 ml of dioxane and 60 ml of absolute ethanol

출처 및 근거

ORD 기록
ord-3d4393c5c73f41ff80a02d1f48faa88f
출처 데이터셋
uspto-grants-1979_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04174405

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