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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Pyridine → (1-methyl-1H-tetrazol-5-yl)(phenyl)methanone

HRID 42717
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HRID 42717 반응식
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][N+:11]#[C-:12].[N-:13]=[N+:14]=[N-:15].[Na+].N1C=CC=CC=1>C(#N)C.C(OCC)(=O)C.O>[CH3:12][N:11]1[C:10]([C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[N:15][N:14]=[N:13]1
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참가 물질

8

반응물 4

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 11646Methyl isocyanideHCID 33557Sodium Azide

생성물 1

HCID 12331986(1-methyl-1H-tetrazol-5-yl)(phenyl)methanone수율 66.1%

시약·촉매·용매 3

HCID 962Water용매
HCID 6342
Acetonitrile
용매
2회
HCID 8857Ethyl Acetate용매

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온도
60 °C

실험 절차

At room temperature, 10 g of benzoyl chloride (71 mmol) were admixed with 3.7 g (92 mmol) of methyl isocyanide. The mixture was then heated at 60° C. for 3 hours. The mixture was admixed with 25 ml of acetonitrile and cooled to 0° C. This reaction mixture was added to 4.6 g of sodium azide (71 mmol) in 1.1 g (14 mmol) of pyridine in 25 ml of acetonitrile at 0° C. The mixture was then heated to 60° C. and stirred at this temperature for 1 hour. At room temperature, 100 ml of water and 100 ml of ethyl acetate were added to the mixture. The organic phase was separated off and the aqueous phase was extracted with 100 ml of ethyl acetate. The combined organic phases were dried over magnesium sulphate and the solvent was removed in vacuo. The crude product was recrystallized from 20 ml of isopropanol, giving 8.83 g of 1-methyl-5-benzoyltetrazole (purity 99.6%).

후처리

  1. customAt room temperature
  2. temperaturecooled to 0° C
  3. temperatureThe mixture was then heated to 60° C.
  4. customThe organic phase was separated off
  5. extractionthe aqueous phase was extracted with 100 ml of ethyl acetate
  6. dry with materialThe combined organic phases were dried over magnesium sulphate
  7. customthe solvent was removed in vacuo
  8. customThe crude product was recrystallized from 20 ml of isopropanol

출처 및 근거

ORD 기록
ord-e367809a15df44d488c35606de51a174
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08536211B2

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