Chloroform → HCID 13604198, compound

HRID 414692Notes

Reaction equation

HRID 414692 reaction equation
C(Cl)(Cl)Cl.[NH2:5][CH:6]1[C:14]2[C:9](=[C:10]([CH3:17])[CH:11]=[C:12]([CH3:16])[C:13]=2[OH:15])[CH2:8][CH2:7]1.[CH3:18][S:19](Cl)(=[O:21])=[O:20]>C(N(CC)CC)C>[CH3:18][S:19]([NH:5][CH:6]1[C:14]2[C:9](=[C:10]([CH3:17])[CH:11]=[C:12]([CH3:16])[C:13]=2[OH:15])[CH2:8][CH2:7]1)(=[O:21])=[O:20]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 31297Methanesulfonyl chlorideHCID 12857262HCID 12857262, compound

Product 1

HCID 13604198HCID 13604198, compoundYield 22.7%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Into 100 ml of a chloroform solution containing 1.77 g of 1-amino-4,6-dimethyl-7-hydroxyindane and 2 ml of triethylamine was added dropwise 1.72 g of methanesulfonyl chloride at a room temperature, the mixture was stirred at the same temperature for 4 hours. The reaction mixture was washed with a diluted hydrochloric acid, water, a saturated sodium bicarbonate aqueous solution, water and a saturated sodium chloride aqueous solution, in this order, then dried with anhydrous sodium sulfate. The solvent was removed by evaporation and the residue was recrystallized from ether-n-hexane to obtain 0.58 g of 1-methanesulfonylamino-4,6-dimethyl-7-hydroxyindane in the form of colorless powdery substance. Melting point: 114°-116° C.

Workup

  1. washThe reaction mixture was washed with a diluted hydrochloric acid, water
  2. dry with materiala saturated sodium bicarbonate aqueous solution, water and a saturated sodium chloride aqueous solution, in this order, then dried with anhydrous sodium sulfate
  3. customThe solvent was removed by evaporation
  4. customthe residue was recrystallized from ether-n-hexane

Sources & evidence

ORD record
ord-fd39e84e8c674edebb5a601ba15d8c56
Source dataset
uspto-grants-1988_12
Patent number
US04792628

Reaction notes

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