Divinyl sulfone → [4-(1,1-Dioxo-1lambda6-thiomorpholin-4-yl)-phenyl]-carbamic acid tert-butyl ester

HRID 18537

Reaction equation

HRID 18537 reaction equation
[C:1]([O:5][C:6](=[O:15])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[CH:16]([S:18]([CH:21]=[CH2:22])(=[O:20])=[O:19])=[CH2:17]>CCO>[C:1]([O:5][C:6](=[O:15])[NH:7][C:8]1[CH:9]=[CH:10][C:11]([N:14]2[CH2:22][CH2:21][S:18](=[O:20])(=[O:19])[CH2:16][CH2:17]2)=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 6496Divinyl sulfoneHCID 688611tert-Butyl (4-aminophenyl)carbamate

Product 1

HCID 68616091[4-(1,1-Dioxo-1lambda6-thiomorpholin-4-yl)-phenyl]-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 408 mg (4-Amino-phenyl)-carbamic acid tert-butyl ester and 254 mg Ethenesulfonyl-ethene in 4 mL EtOH were heated for 30 min at 140° C. under microwave irradiation (100 W, CEM Discover™ apparatus). Then, after cooling to RT the solvents were removed under reduced pressure and the residue was dried in vacuo. The crude product was subjected to the next reaction step.

Workup

  1. customwere removed under reduced pressure
  2. customthe residue was dried in vacuo
  3. customThe crude product was subjected to the next reaction step

Sources & evidence

ORD record
ord-770f859b938246188dc93593dd1d1dc5
Source dataset
uspto-grants-2010_06
Patent number
US07741341B2

Linked notes

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