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Dichloromethane → HCID 178526740, 화합물

HRID 639635
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HRID 639635 반응식
[N+:1]([C:4]1[C:5]([OH:15])=[N:6][C:7]([C:11]([F:14])([F:13])[F:12])=[CH:8][C:9]=1O)([O-:3])=[O:2].[Cl:16]CCl>C1(P(Cl)(Cl)=O)C=CC=CC=1>[Cl:16][C:9]1[CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[N:6]=[C:5]([OH:15])[C:4]=1[N+:1]([O-:3])=[O:2]
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참가 물질

4

반응물 2

HCID 6344DichloromethaneHCID 178526877HCID 178526877, 화합물

생성물 1

HCID 178526740HCID 178526740, 화합물

시약·촉매·용매 1

HCID 69990Phenylphosphonic dichloride용매

실험 절차

3-Nitro-6-trifluoromethyl-pyridine-2,4-diol (5.8 gm, 26 mmol) was heated in phenylphosphonic dichloride (30 mL) at 100° C. for 19 hours. The resulting mixure was then cooled and poured on to ice (60 gm), and then extracted with ethyl acetate (3×50 mL). The combined organic extracts were washed with aqueous sodium hydrogen carbonate solution (10% w/v) until the washings remained basic (pH ˜8). The deep yellow organic layer was then washed with saturated brine, dried over sodium sulphate, filtered and evaporated to give a yellow gum. Trituration of the gum with dichloromethane gave a yellow solid which was filtered off and dried (4.65 gm). The solid was dissolved in water (25 mL) and acidified with 2N hydrochloric acid (7.5 mL) to give a thick white precipitate which was filtered off and washed with water. The precipitate was dissolved in ethyl acetate, dried over sodium sulphate, filtered and evaporated to give the title compound as a white solid (3.75 gm).

후처리

  1. temperatureThe resulting mixure was then cooled
  2. extractionextracted with ethyl acetate (3×50 mL)
  3. washThe combined organic extracts were washed with aqueous sodium hydrogen carbonate solution (10% w/v) until the washings
  4. washThe deep yellow organic layer was then washed with saturated brine
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. customevaporated
  8. customto give a yellow gum
  9. filtrationwas filtered off
  10. customdried (4.65 gm)
  11. dissolutionThe solid was dissolved in water (25 mL)
  12. customto give a thick white precipitate which
  13. filtrationwas filtered off
  14. washwashed with water
  15. dissolutionThe precipitate was dissolved in ethyl acetate
  16. dry with materialdried over sodium sulphate
  17. filtrationfiltered
  18. customevaporated

출처 및 근거

ORD 기록
ord-9d3db7c50a05491093314119c545a29b
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07691877B2

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