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Dimethyl Sulfide → 4-Chloro-5-(3-hydroxybenzylamino)-2-i-propyl-3-(2H)pyridazinone

HRID 2372348
ノート
印刷プレビュー

反応式

HRID 2372348 の反応式
[Cl:1][C:2]1[C:3](=[O:27])[N:4]([CH:24]([CH3:26])[CH3:25])[N:5]=[CH:6][C:7]=1[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16]CC2C=CC=CC=2)[CH:11]=1.CSC.ClCCl.B(F)(F)F.CCOCC>CCCCCC>[Cl:1][C:2]1[C:3](=[O:27])[N:4]([CH:24]([CH3:25])[CH3:26])[N:5]=[CH:6][C:7]=1[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([OH:16])[CH:11]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 1068Dimethyl SulfideHCID 6344DichloromethaneHCID 8000Boron trifluoride etherateHCID 138538954-chloro-5-(3-benzyloxybenzylamino)-2-i-propyl-3(2H)pyridazinone

生成物 1

HCID 138538984-Chloro-5-(3-hydroxybenzylamino)-2-i-propyl-3-(2H)pyridazinone

試薬・触媒・溶媒 1

HCID 8058
Hexane
溶媒

反応条件

温度
0 °C

実験手順

Into a mixture comprising 1.15 g of 4-chloro-5-(3-benzyloxybenzylamino)-2-i-propyl-3(2H)pyridazinone (Compound No. 95) prepared in Example 1A, 10 ml of dimethyl sulfide and 4 ml of dichloromethane, 3.41 g of boron trifluoride etherate was added under cooling with ice. The mixture was stirred at 0° C. for 30 minutes and at room temperature for further 24 hours. The reaction solution was cooled with ice and 40 ml of n-hexane was added thereto, whereby a pale yellow solid substance was precipitated. The solid substance was collected by filtration, and washed with n-hexane, and then treated with ethyl acetate and water. The organic layer was separated, and washed with water and a saturated sodium chloride aqueous solution, and dried over sodium sulfate, and then the solvent was distilled off to obtain a pale yellow solid substance. This substance was crystallized from ethyl acetate-ether to obtain 730 mg of the above identified compound having a melting point of from 194.5 to 196° C. as colorless crystals.

後処理

  1. additionwas added
  2. temperatureunder cooling with ice
  3. additionwas added
  4. customwhereby a pale yellow solid substance was precipitated
  5. filtrationThe solid substance was collected by filtration
  6. washwashed with n-hexane
  7. additiontreated with ethyl acetate and water
  8. customThe organic layer was separated
  9. washwashed with water
  10. dry with materiala saturated sodium chloride aqueous solution, and dried over sodium sulfate
  11. distillationthe solvent was distilled off
  12. customto obtain a pale yellow solid substance
  13. customThis substance was crystallized from ethyl acetate-ether
  14. customto obtain 730 mg of the
  15. customof from 194.5 to 196° C.

出典と根拠

ORDレコード
ord-ef98a7fd25a647979111dd283f59890a
出典データセット
uspto-grants-1992_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05098900

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート