Triethylamine → HCID 22346271, compound

HRID 897349Notes

Reaction equation

HRID 897349 reaction equation
[S:1]1(=[O:9])(=[O:8])[CH2:7][CH2:6][NH:5][CH2:4][CH2:3][NH:2]1.[CH3:10][S:11](Cl)(=[O:13])=[O:12].C(N(CC)CC)C>C(Cl)Cl>[CH3:10][S:11]([N:5]1[CH2:6][CH2:7][S:1](=[O:9])(=[O:8])[NH:2][CH2:3][CH2:4]1)(=[O:13])=[O:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22346366HCID 22346366, compound

Product 1

HCID 22346271HCID 22346271, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,2,5-thiadiazepane 1,1-dioxide (0.10 g, 0.67 mmol) in methylene chloride (2 mL) at −10 C was added methane sulfonyl chloride (0.06 mL, 0.77 mmol) and triethylamine (0.108 mL, 0.77 mmol). After 72 hr the reaction was quenched with NaHCO3 (sat. aq.) and extracted into methylene chloride. The organic extracts were dried (MgSO4) and the solvent evaporated in vacuo. The residue was purified by chromatography (SiO2, EtOAc/CH2Cl2: 1:1) to afford the title compound as a white solid.

Workup

  1. customAfter 72 hr the reaction was quenched with NaHCO3 (sat. aq.)
  2. extractionextracted into methylene chloride
  3. dry with materialThe organic extracts were dried (MgSO4)
  4. customthe solvent evaporated in vacuo
  5. customThe residue was purified by chromatography (SiO2, EtOAc/CH2Cl2: 1:1)

Sources & evidence

ORD record
ord-eb3914feadcc47059740572bf9bed0c8
Source dataset
uspto-grants-2005_07
Patent number
US06921759B2

Reaction notes

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