Phenylphosphonic dichloride → 2,5-Dichloro-6-methyl-3-pyridinecarboxylic acid

HRID 1193780노트

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HRID 1193780 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:10]([OH:12])=[O:11])[C:5](O)=[N:6][C:7]=1[CH3:8].C1(P(Cl)([Cl:21])=O)C=CC=CC=1>O>[Cl:21][C:5]1[C:4]([C:10]([OH:12])=[O:11])=[CH:3][C:2]([Cl:1])=[C:7]([CH3:8])[N:6]=1

참가 물질

4

반응물 2

HCID 69990Phenylphosphonic dichlorideHCID 178433474HCID 178433474, 화합물

생성물 1

HCID 140985062,5-Dichloro-6-methyl-3-pyridinecarboxylic acid

시약·촉매·용매 1

HCID 962Water용매

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온도
135 °C

실험 절차

To 5 g (0.027 mole) of 5-chloro-2-hydroxy-6-methyl-3-pyridinecarboxylic acid was added 35 g of phenylphosphonic dichloride. The mixture was heated to 135° C. for 1.5 hr. After cooling, the reaction solution was poured carefully into 250 ml of water and stirred for 1 hr. The water was extracted with 3×100 ml of methylene chloride. The combined organic extracts were washed with 2×100 ml of water, dried over sodium sulfate, filtered, concentrated by rotary evaporation, taken up in toluene, charcoaled, and concentrated by rotary evaporation. The crude residue was crystallized from hexane to give 1.7 g (31%) of beige analytically pure crystals, m.p. 123°-38° C. with decomposition.

후처리

  1. temperatureAfter cooling
  2. extractionThe water was extracted with 3×100 ml of methylene chloride
  3. washThe combined organic extracts were washed with 2×100 ml of water
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated by rotary evaporation
  7. concentrationconcentrated by rotary evaporation
  8. customThe crude residue was crystallized from hexane
  9. customto give 1.7 g (31%) of beige analytically pure crystals, m.p. 123°-38° C. with decomposition

출처 및 근거

ORD 기록
ord-3aaf804785144f37ac5a7c8b1f24efbb
출처 데이터셋
uspto-grants-1989_03
특허 번호
US04810795

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