Sulfuryl chloride → 2-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid

HRID 1732997ノート

反応式

HRID 1732997 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]([CH3:17])[C:14]([OH:16])=[O:15])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[CH:11][CH:10]=[N:9]1.S(Cl)([Cl:21])(=O)=O>C(Cl)Cl.C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]([CH3:17])[C:14]([OH:16])=[O:15])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[C:11]([Cl:21])[CH:10]=[N:9]1

参加物

5

反応物 2

HCID 24648Sulfuryl chlorideHCID 203035002-[3-Chloro-4-(pyrazol-1-yl)phenyl]propionic acid

生成物 1

HCID 203034102-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid収率 91.2%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

2.5 g (10 mmoles) of 2-[3-chloro-4-(pyrazol-1-yl)phenyl]propionic acid are dissolved in 30 ml of methylene chloride. A solution of 2.01 g (15 mmoles) of sulfuryl chloride in 10 ml of chloroform is added dropwise, with cooling to the resulting solution; heating is effected gradually to room temperature; and this is followed by boiling under reflux for 2 hours. The reaction solution is allowed to cool; the solvent is distilled off; 50 ml of 2 N solution of sodium hydroxide are added to the thus-obtained residue, and boiling up is effected for a few minutes. The reaction solution is extracted with diethyl ether and then acidified with hydrochloric acid. After renewed extraction with diethyl ether, the combined ether phases are dried and evaporated to produce 2.6 g (90% of theory) of 2-[3-chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid, m.p. 102° to 103° C.

後処理

  1. temperaturewith cooling to the resulting solution
  2. temperatureheating
  3. customis effected gradually to room temperature
  4. temperatureunder reflux for 2 hours
  5. temperatureto cool
  6. distillationthe solvent is distilled off
  7. addition50 ml of 2 N solution of sodium hydroxide are added to the thus-obtained residue
  8. waitboiling up is effected for a few minutes
  9. extractionThe reaction solution is extracted with diethyl ether
  10. extractionextraction with diethyl ether
  11. dry with materialthe combined ether phases are dried
  12. customevaporated

出典と根拠

ORDレコード
ord-c44ff154f4b14c3db056570dcd02fc88
出典データセット
uspto-grants-1980_12
特許番号
US04239901

反応ノート

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