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1,4-Dioxane → HCID 178458502, 화합물

HRID 1111136
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HRID 1111136 반응식
[CH2:1]([N:3]1[C:8](=[O:9])[C:7]([Cl:10])=[C:6](Cl)[C:5]([OH:12])=[N:4]1)[CH3:2].[CH2:13]([O:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[CH2:20][NH2:21])[CH2:14][CH3:15].O1CCOCC1>O>[CH2:1]([N:3]1[C:8](=[O:9])[C:7]([Cl:10])=[C:6]([NH:21][CH2:20][C:19]2[CH:22]=[CH:23][C:24]([O:25][CH3:26])=[C:17]([O:16][CH2:13][CH2:14][CH3:15])[CH:18]=2)[C:5]([OH:12])=[N:4]1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 312751,4-DioxaneHCID 150790273-n-Propoxy-4-methoxybenzylamine2회HCID 178463174HCID 178463174, 화합물

생성물 1

HCID 178458502HCID 178458502, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture comprising 523 mg of 2-ethyl-4,5-dichloro-6-hydroxy-3(2H)pyridazinone prepared in Reference Example 1, 1.71 g of 3-n-propoxy-4-methoxybenzylamine, 15 ml of 1,4-dioxane and 15 ml of water, was refluxed under stirring for 24 hours, and 1.71 g of 3-n-propoxy-4-methoxybenzylamine was further added thereto, and the reaction was conducted under the same condition for 2 days. The solvent was distilled off under reduced pressure, and dilute hydrochloric acid was added to the residue thereby obtained. The mixture was extracted with ethyl acetate. The extract was washed with water and a saturated sodium chloride aqueous solution in this order, and dried over sodium sulfate. Then, the solvent was distilled off to obtain a yellow oily substance. The oily substance was purified by silica gel column chromatography, and the slightly yellow oily substance obtained by eluting with a solvent mixture of benzene-ethyl acetate (1:2 v/v) was crystallized from ethyl acetate-diethyl ether, to obtain 418 mg of the above identified compound having a melting point of from 73° to 74° C. as colorless crystals.

후처리

  1. temperaturewas refluxed
  2. waitthe reaction was conducted under the same condition for 2 days
  3. distillationThe solvent was distilled off under reduced pressure, and dilute hydrochloric acid
  4. additionwas added to the residue
  5. customthereby obtained
  6. extractionThe mixture was extracted with ethyl acetate
  7. washThe extract was washed with water
  8. dry with materiala saturated sodium chloride aqueous solution in this order, and dried over sodium sulfate
  9. distillationThen, the solvent was distilled off
  10. customto obtain a yellow oily substance
  11. customThe oily substance was purified by silica gel column chromatography
  12. customthe slightly yellow oily substance obtained
  13. washby eluting with a solvent mixture of benzene-ethyl acetate (1:2 v/v)
  14. customwas crystallized from ethyl acetate-diethyl ether
  15. customto obtain 418 mg of the
  16. customof from 73° to 74° C.

출처 및 근거

ORD 기록
ord-0599f6caf4564f2e95fad137f247e892
출처 데이터셋
uspto-grants-1990_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04978665

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