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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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p-Bromochlorobenzene → HCID 23336425, 화합물

HRID 903549
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HRID 903549 반응식
C1([Mg]Br)C=CC=CC=1.[Cl:9][C:10]1[CH:15]=[CH:14][C:13](Br)=[CH:12][CH:11]=1.[Mg].[CH3:18][N:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:22](=[O:29])[N:21]2[CH2:30][CH2:31][N:32]=[C:20]12>O1CCCC1.O.C(OCC)C>[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C:22]2([OH:29])[C:23]3[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=3)[N:19]([CH3:18])[C:20]3=[N:32][CH2:31][CH2:30][N:21]23)=[CH:12][CH:11]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 7806p-BromochlorobenzeneHCID 731601HCID 731601, 화합물HCID 5462224MagnesiumHCID 178418255HCID 178418255, 화합물

생성물 1

HCID 23336425HCID 23336425, 화합물수율 26.5%

시약·촉매·용매 3

HCID 962Water용매
HCID 3283
Diethyl Ether
용매
HCID 8028Tetrahydrofuran용매

실험 절차

To a phenylmagnesium bromide solution prepared from 6.9 g of p-chlorophenyl bromide, 0.88 g of magnesium and 25 ml of dry diethyl ether was added dropwise a solution of 2.42 g of 10-methyl-2,3,5,10-tetrahydroimidazo[2,1-b]quinazoline-5-one in 30 ml of dry tetrahydrofuran with stirring and ice-cooling. The mixture was heated under reflux for 2 hours and then cooled. To the mixture were added dropwise 20 ml of water and stirring was continued for a while. The resulting mixture was extracted with hot chloroform and the insoluble material was filtered off and washed with hot chloroform. The chloroform layer was dried over anhydrous sodium sulfate and concentrated to dryness under reduced pressure. The residue was crystallized from ethanol and the crystals were further recrystallized from dimethylformamide to give 1.0 g of 5-(p-chlorophenyl)-5-hydroxy-10-methyl-2,3,5,10-tetrahydroimidazo[2,1-b]quinazoline as colorless needles, m.p. 207°-209° C. (decomp.).

후처리

  1. temperatureice-cooling
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 2 hours
  4. temperaturecooled
  5. stirringstirring
  6. extractionThe resulting mixture was extracted with hot chloroform
  7. filtrationthe insoluble material was filtered off
  8. washwashed with hot chloroform
  9. dry with materialThe chloroform layer was dried over anhydrous sodium sulfate
  10. concentrationconcentrated to dryness under reduced pressure
  11. customThe residue was crystallized from ethanol
  12. customthe crystals were further recrystallized from dimethylformamide

출처 및 근거

ORD 기록
ord-fc07e85cd0424333aa0a951db1c5204b
출처 데이터셋
uspto-grants-1980_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04228167

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