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Thiourea → 4-(3-methyl-1H-pyrazol-1-yl)benzaldehyde

HRID 1902881
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HRID 1902881 반응식
[CH3:1][C:2]1[CH:6]=[CH:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13](Cl)=[O:14])=[CH:9][CH:8]=2)[N:3]=1.[H][H].NC(N)=S>C1(C)C(C)=CC=CC=1.[Pd].[O-]S([O-])(=O)=O.[Ba+2]>[CH3:1][C:2]1[CH:6]=[CH:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([CH:13]=[O:14])=[CH:9][CH:8]=2)[N:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 2723790ThioureaHCID 22605448HCID 22605448, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 205141004-(3-methyl-1H-pyrazol-1-yl)benzaldehyde수율 92%

시약·촉매·용매 2

HCID 16218511Pd barium sulfate촉매HCID 7237O-Xylene용매

반응 조건

온도
80 °C

실험 절차

Using the method of Rosenmund, 88 g of the above 3-methyl-1-(4-chloroformylphenyl)pyrazole are hydrogenated with hydrogen at 140° C. in 900 ml of xylene with the addition of 0.23 g of thiourea and 9 g of Pd/BaSO4 (5%). After cooling to 80° C. and removing the catalyst by filtration, the xylene solution is evaporated to dryness and the precipitated product is recrystallised from a mixture of hexane and toluene, affording 68.3 g of 3-methyl-1-(4-formylphenyl)pyrazole in the form of pale yellow crystals with a melting point of 96°-98° C.

후처리

  1. customremoving the catalyst
  2. filtrationby filtration
  3. customthe xylene solution is evaporated to dryness
  4. customthe precipitated product is recrystallised from a mixture of hexane and toluene

출처 및 근거

ORD 기록
ord-21a605f30a4340f9ac905c4f5f2c5dc2
출처 데이터셋
uspto-grants-1982_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04366189

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