Hydrochloric Acid → N-(3,5-Dimethylphenylthio)succinimide

HRID 50034

反応式

HRID 50034 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([SH:9])[CH:5]=[C:6]([CH3:8])[CH:7]=1.Cl[N:11]1[C:15](=[O:16])[CH2:14][CH2:13][C:12]1=[O:17].C(N(CC)CC)C.Cl>ClCCl>[CH3:1][C:2]1[CH:3]=[C:4]([S:9][N:11]2[C:15](=[O:16])[CH2:14][CH2:13][C:12]2=[O:17])[CH:5]=[C:6]([CH3:8])[CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 31398Chlorosuccinimide2 回HCID 1175483,5-Dimethylbenzenethiol

生成物 1

HCID 11053620N-(3,5-Dimethylphenylthio)succinimide収率 64%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

3,5-Dimethylthiophenol (2.76 g, 0.02 mol) was added by a syringe to an ice cooled mixture of N-chlorosuccinimide (3.34 g, 0.025 mol) and anhydrous dichloromethane (30 mL) under argon atmosphere. After 1 hour, N-chlorosuccinimide (0.4 g, 0.003 mol) was added, then reaction was stirred for 2.5 hours. Triethylamine (3.9 mL, 0.028 mol) was added while stirring for 15 minutes, then dichloromethane and 1N HCl were added. After shaking, organic layer was dried, concentrated to a small volume and passed through a Celite® column. After evaporation of the solvent, the residue was triturated with diethyl ether to give 3.0 g (64%) of title compound, mp 131-134° C. (from diethyl ether).

後処理

  1. temperaturecooled
  2. customreaction
  3. stirringwhile stirring for 15 minutes
  4. stirringAfter shaking
  5. customorganic layer was dried
  6. concentrationconcentrated to a small volume
  7. customAfter evaporation of the solvent
  8. customthe residue was triturated with diethyl ether

出典と根拠

ORDレコード
ord-9d4465c4676042c4a40a89baa0810587
出典データセット
uspto-grants-2004_03
特許番号
US06710068B2

関連ノート

読み込み中…