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Potassium Carbonate → HCID 20781554, 화합물

HRID 1660672
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HRID 1660672 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH3:17])[C:7]3[C:12]([S:13][C:14]=2[CH:15]=1)=[CH:11][C:10](Br)=[CH:9][CH:8]=3.[C:18]1(B(O)O)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>C(COC)OC.O.C(Cl)(Cl)Cl.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:17][N:6]1[C:7]2[CH:8]=[CH:9][C:10]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:11][C:12]=2[S:13][C:14]2[C:5]1=[CH:4][CH:3]=[C:2]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:14][CH:15]=1)[CH:15]=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 3

HCID 11430Potassium CarbonateHCID 66827Phenylboronic AcidHCID 109156503,7-dibromo-10-methylphenothiazine

생성물 1

HCID 20781554HCID 20781554, 화합물

시약·촉매·용매 4

HCID 178418476HCID 178418476, 화합물촉매HCID 962Water용매
HCID 6212
Chloroform
용매
HCID 80711,2-Dimethoxyethane용매

실험 절차

2.50 g (6.7 mmol) of 3,7-dibromo-10-methylphenothiazine (C. Bodea and M. Terdic, Acad. Rep. Rom. 1962, 13, 81-87), 1.85 g (14.9 mmol) of 98% phenylboronic acid, 0.11 g (0.14 mmol) of bis(triphenylphosphine)palladium dichloride and 1.03 g (7.4 mmol) of potassium carbonate were heated to boiling (75° C.) under reflux under nitrogen for 5 hours in 55 ml of dimethoxyethane and 28 ml of water. The reaction mixture was cooled to room temperature and stirred further overnight. The precipitate was filtered off with suction, washed successively with 125 ml of ethanol and hot water and dried at 70° C. under reduced pressure. The crude product (2.30 g) was heated to boiling under reflux in cyclohexane for two hours. After the hot suspension had been filtered, the residue was dried, dissolved in 40 ml of methylene chloride and filtered through a silica-gel-filled glass fit. After the solvent had been removed, 1.05 g (43% of theory) of light yellow, analytically pure solid having a melting point of 239-241° C. were obtained, whose solution in chloroform fluoresced at λ=464 nm.

후처리

  1. custom(75° C.)
  2. filtrationThe precipitate was filtered off with suction
  3. washwashed successively with 125 ml of ethanol and hot water
  4. customdried at 70° C. under reduced pressure
  5. temperatureThe crude product (2.30 g) was heated
  6. temperatureunder reflux in cyclohexane for two hours
  7. filtrationAfter the hot suspension had been filtered
  8. customthe residue was dried
  9. dissolutiondissolved in 40 ml of methylene chloride
  10. filtrationfiltered through a silica-
  11. additiongel-filled glass fit
  12. customAfter the solvent had been removed
  13. customwere obtained

출처 및 근거

ORD 기록
ord-feac67004ef7494a8768dbddaa96766a
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08029919B2

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