Sodium Hydroxide → HCID 178490208、化合物

HRID 28184

反応式

HRID 28184 の反応式
NC(N)=[S:3].[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[CH2:10]Cl.[OH-].[Na+].Cl[CH2:20][C:21]([O-:23])=O.[Na+]>O>[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[CH2:10][CH2:20][C:21]([OH:23])=[S:3]

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 81740Veratryl chlorideHCID 2723790ThioureaHCID 23665759Sodium chloroacetate

生成物 1

HCID 178490208HCID 178490208、化合物収率 69%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

13.07 g (0.172 mol) of thiourea and 86 ml of water are introduced into a 1 liter 3-necked flask equipped with a magnetic stirrer and a condenser. The mixture is heated to 50°-60° C. and 32 g (0.172 mol) of 3,4-dimethoxybenzylchloride are added in a single operation. The reactants are heated to reflux and boiling is maintained for 15 mins; the solution becomes limpid. Thereafter the mixture is cooled and a solution of 27.52 g (0.688 mol) of NaOH in 43 ml of water is introduced dropwise at about 60° C. Heating under reflux is again carried out for 30 minutes, the mixture is cooled and a solution of sodium chloroacetate (obtained by neutralising 22.76 g of chloroacetic acid in 172 ml of water with 20.23 g of NaHCO3) is added dropwise at 60°-70° C. The whole is then heated under reflux for 30 minutes, cooled, filtered and then acidified with 3N HCl. After recrystallisation from toluene, 28.7 g of 3,4-dimethoxybenzylthio-acetic acid are obtained. Yield: 69%. Instantaneous melting point: 94° C.

後処理

  1. customequipped with a magnetic stirrer and a condenser
  2. temperatureThe mixture is heated to 50°-60° C.
  3. temperatureThe reactants are heated
  4. temperatureto reflux
  5. temperatureboiling is maintained for 15 mins
  6. temperatureThereafter the mixture is cooled
  7. temperatureHeating
  8. temperatureunder reflux
  9. temperaturethe mixture is cooled
  10. temperatureThe whole is then heated
  11. temperatureunder reflux for 30 minutes
  12. temperaturecooled
  13. filtrationfiltered
  14. customAfter recrystallisation from toluene, 28.7 g of 3,4-dimethoxybenzylthio-acetic acid
  15. customare obtained

出典と根拠

ORDレコード
ord-2f6bcfb8b8974e53b7385c1c38351bed
出典データセット
uspto-grants-1980_09
特許番号
US04225617

関連ノート

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