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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Thionyl Chloride → O-methyl (4'-methylbiphenyl-2-yl)carbonylthiocarbamate

HRID 5227
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HRID 5227 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]([OH:16])=O)=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[S-:21][C:22]#[N:23].[K+].[O:25]1CCOC[CH2:26]1>C(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]([NH:23][C:22](=[S:21])[O:25][CH3:26])=[O:16])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 24386Thionyl ChlorideHCID 312751,4-DioxaneHCID 815682-(4-Methylphenyl)benzoic acidHCID 516872Potassium thiocyanate

생성물 1

HCID 54295303O-methyl (4'-methylbiphenyl-2-yl)carbonylthiocarbamate

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

In chloroform (40 ml) was dissolved (4'-methylbiphenyl-2-yl)carboxylic acid (10 g). To the solution was added thionyl chloride (7 ml), and the mixture was heated for 3 hours under reflux. The reaction mixture was poured into ice-water, then the organic layer was separated, washed with water and concentrated to dryness to give a syrup, which was dissolved in dioxane (80 ml). To the solution was added powdered potassium thiocyanate (9.16 g), and the mixture was heated for one hour under reflux. The reaction mixture was allowed to cool, and then insolubles were filtered off. After addition of methanol (15 ml) to the filtrate, the solution was heated for 15 minutes under reflux. The reaction solution was concentrated to dryness, and the resulting crystals were crystallized from isopropyl ether to afford the title compound as white plates (7.4 g, 55%),

후처리

  1. temperaturethe mixture was heated for 3 hours
  2. temperatureunder reflux
  3. customthe organic layer was separated
  4. washwashed with water
  5. concentrationconcentrated to dryness
  6. customto give a syrup, which
  7. temperaturethe mixture was heated for one hour
  8. temperatureunder reflux
  9. temperatureto cool
  10. filtrationinsolubles were filtered off
  11. additionAfter addition of methanol (15 ml) to the filtrate
  12. temperaturethe solution was heated for 15 minutes
  13. temperatureunder reflux
  14. concentrationThe reaction solution was concentrated to dryness
  15. customthe resulting crystals were crystallized from isopropyl ether

출처 및 근거

ORD 기록
ord-3530d84ddd434b9796c4ba61b9c55ed4
출처 데이터셋
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05243054

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