Pyridine → HCID 14985976, compound

HRID 1586709Notes

Reaction equation

HRID 1586709 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][C:9]2=[O:12])=[CH:4][CH:3]=1.N1C=CC=CC=1.[CH3:19][S:20](Cl)(=[O:22])=[O:21].C([O-])(O)=O.[Na+]>C(Cl)Cl.C(O)C>[CH3:19][S:20]([NH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][C:9]2=[O:12])=[CH:4][CH:3]=1)(=[O:22])=[O:21]

Participants

7

Reactant 4

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 3271777-Amino-1,2,3,4-tetrahydronaphthalen-1-oneHCID 516892Sodium Bicarbonate

Product 1

HCID 14985976HCID 14985976, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 7-amino-1-tetralone in 30 ml CH2Cl2 was added 1.03 g (0.013 mole) pyridine and 1.33 g (0.0116 mole) methanesulfonyl chloride. The solution was stirred at room temperature for 3 hours, saturated NaHCO3 solution was added. The CH2Cl2 solution was separated and washed with H2O. The resulting solution was dried over Na2SO4 (anhydrous), filtered, concentrated in vacuo and recrystallized from abs. ethanol to give 1.45 g (58% yield) of 7-methanesulfonamido-1-tetralone.

Workup

  1. customThe CH2Cl2 solution was separated
  2. washwashed with H2O
  3. dry with materialThe resulting solution was dried over Na2SO4 (anhydrous)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customrecrystallized from abs

Sources & evidence

ORD record
ord-54ac5887577f4dbb88576e204b57acdd
Source dataset
uspto-grants-1993_06
Patent number
US05215989

Reaction notes

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