Chlorosulfonic acid → HCID 12838042, compound

HRID 1447112Notes

Reaction equation

HRID 1447112 reaction equation
[C:1]([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][C:8]([Cl:14])=[CH:9][CH:10]=2)[CH2:5]1)(=[O:3])[CH3:2].[Cl:15][S:16](O)(=[O:18])=[O:17]>C(Cl)(Cl)Cl>[C:1]([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][C:8]([Cl:14])=[C:9]([S:16]([Cl:15])(=[O:18])=[O:17])[CH:10]=2)[CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 12838039HCID 12838039, compound

Product 1

HCID 12838042HCID 12838042, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 2.0 g. (0.01 mole) 2-acetyl-7-chloro-1,2,3,4-tetrahydroisoquinoline in 15 ml. dry chloroform is added dropwise to 20 ml. chlorosulfonic acid at ambient temperature. The reaction mixture is stirred at ambient temperature for 24 hours and then refluxed at 60° C. for 2 hours. The reaction mixture is then cooled, poured onto a liter of ice and extracted with methylene chloride. The organic phase is dried over anhydrous magnesium sulfate, filtered and the filtrate is concentrated to dryness under reduced pressure to yield the desired product.

Workup

  1. customat ambient temperature
  2. temperaturerefluxed at 60° C. for 2 hours
  3. temperatureThe reaction mixture is then cooled
  4. extractionextracted with methylene chloride
  5. dry with materialThe organic phase is dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationthe filtrate is concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-4dbc6d6f80324560a5ffd66c2cfcd079
Source dataset
uspto-grants-1982_02
Patent number
US04315935

Reaction notes

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