Phloroglucinol → 1,3-dihydroxy-9H-thioxanthen-9-one

HRID 83097

반응식

HRID 83097 반응식
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[C:15](O)(=[O:23])[C:16]1[C:17](=[CH:19][CH:20]=[CH:21][CH:22]=1)[SH:18].[C:25]1([CH:33]=[C:31]([OH:32])[CH:30]=[C:28]([OH:29])[CH:27]=1)O>CS(O)(=O)=O>[OH:32][C:31]1[C:33]2[C:15](=[O:23])[C:16]3[C:17](=[CH:19][CH:20]=[CH:21][CH:22]=3)[S:18][C:25]=2[CH:27]=[C:28]([OH:29])[CH:30]=1

참가 물질

5

반응물 3

HCID 359PhloroglucinolHCID 54432-Mercaptobenzoic AcidHCID 14812Phosphorus oxide (P4O10)

생성물 1

HCID 112880161,3-dihydroxy-9H-thioxanthen-9-one수율 69%

시약·촉매·용매 1

HCID 6395Methanesulfonic Acid촉매

반응 조건

온도
90 °C

실험 절차

A mixture of phosphorous pentoxide (3.71 g, 26.15 mmol) and methane sulfonic acid (27.05 mL, 0.42 mmol) was stirred at 90° C. for about one hour until a clear solution was obtained. To the reaction solution were added thiosalicylic acid (1.04 g, 6.76 mmol) and phloroglucinol (1.02 g, 8.11 mmol), followed by stirring at 70° C. for 10 minutes. After the reaction was completed, the reaction mixture was poured in 1 L of ice water. The resulting precipitate was allowed to stand at 4° C. overnight, combined, washed with water, and then dried under reduced pressure to give an orange solid compound. This compound was separated and purified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:1 (v/v)) to give a yellow solid compound (1.14 g, 51.1%).

후처리

  1. customwas obtained
  2. stirringby stirring at 70° C. for 10 minutes
  3. waitto stand at 4° C. overnight
  4. washwashed with water
  5. customdried under reduced pressure
  6. customto give an orange solid compound
  7. customThis compound was separated
  8. custompurified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:1 (v/v))

출처 및 근거

ORD 기록
ord-1b328ce19ee946a4a8db17dbdac99565
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846749B2

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