4-Chlorobenzenesulfonyl chloride → HCID 10039936, compound

HRID 2242338Notes

Reaction equation

HRID 2242338 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:12][C@H:13]([CH2:18][OH:19])[C@H:14]([CH2:16][CH3:17])[CH3:15].CCN(CC)CC>CC#N>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:12][C@H:13]([CH2:18][OH:19])[C@H:14]([CH2:16][CH3:17])[CH3:15])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 272402724629-25-2

Product 1

HCID 10039936HCID 10039936, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 4-chlorobenzenesulfonyl chloride (1.93 g, 9.1 mmol) in CH3CN (25 mL) and (S)-isoleucinol (1.07 g, 9.1 mmol) was added Et3N (1.91 mL, 13.7 mmol). The reaction mixture was stirred at 25° C. for 30 minutes. The solvent was removed and the oil was dissolved in CH2Cl2 (20 mL). The solution was washed with water (2×20 mL) and dried over Na2SO4. The solvent was removed to give N-4-chloro benzenesulfonyl isoleucinol, which was carried on without further purification.

Workup

  1. customThe solvent was removed
  2. dissolutionthe oil was dissolved in CH2Cl2 (20 mL)
  3. washThe solution was washed with water (2×20 mL)
  4. dry with materialdried over Na2SO4
  5. customThe solvent was removed

Sources & evidence

ORD record
ord-06c7023fb3f947d9ba2e61f33e17adca
Source dataset
uspto-grants-2010_03
Patent number
US07671075B2

Reaction notes

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