Hydrochloric Acid → HCID 67979485, compound

HRID 539368Notes

Reaction equation

HRID 539368 reaction equation
Cl.[Br:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][C:10]2=[N:13]S(C(C)(C)C)=O)=[CH:5][CH:4]=1>O1CCOCC1>[Br:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][C:10]2=[NH:13])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67979348N-(7-Bromo-3,4-dihydronaphthalen-1(2H)-ylidene)-2-methylpropane-2-sulfinamide

Product 1

HCID 67979485HCID 67979485, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

HCl (4M in 1,4-dioxane) (6.75 mL, 222.07 mmol) was added to a suspension of N-(7-bromo-3,4-dihydronaphthalen-1(2H)-ylidene)-2-methylpropane-2-sulfinamide (Example 51 Step 1, 7.29 g, 22.2 mmol) in anhydrous 1,4-dioxane (50 mL). The resulting mixture was stirred under a nitrogen atmosphere at r.t. for 1 h. The formed precipitate was filtered off and washed with Et2O. The solid was then dissolved in DCM and sat. aq. NaHCO3. The mixture was poured into a phase separator, the organic layer was collected and concentrated. The product was used directly in the next step.

Workup

  1. filtrationThe formed precipitate was filtered off
  2. washwashed with Et2O
  3. dissolutionThe solid was then dissolved in DCM
  4. additionThe mixture was poured into a phase separator
  5. customthe organic layer was collected
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-bc30c34253f548e29bba61d3f1a02956
Source dataset
uspto-grants-2014_10
Patent number
US08865911B2

Reaction notes

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