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

HRID 50034

반응식

HRID 50034 반응식
[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

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 31398Chlorosuccinimide2회HCID 1175483,5-Dimethylbenzenethiol

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9d4465c4676042c4a40a89baa0810587
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06710068B2

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