2-Naphthalenesulfonyl chloride → HCID 53973466, compound

HRID 747745Notes

Reaction equation

HRID 747745 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[C:8]#[N:9].C(N(C(C)C)CC)(C)C.[CH:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][C:23]=1[S:32](Cl)(=[O:34])=[O:33].C(OCC)(=O)C>CN(C)C=O>[CH:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][C:23]=1[S:32]([NH:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[C:8]#[N:9])(=[O:33])=[O:34]

Participants

6

Reactant 4

HCID 71252-Naphthalenesulfonyl chlorideHCID 8857Ethyl AcetateHCID 81531DiisopropylethylamineHCID 109098773-(2-Aminoethoxy)benzonitrile

Product 1

HCID 53973466HCID 53973466, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

163 mg of 3-(2-aminoethoxy)benzonitrile and 0.5 ml of diisopropylethylamine were dissolved in 10 ml of dimethylformamide. A solution of 250 mg (1.1 mmol) of 2-naphthalenesulfonyl chloride in dimethylformamide was added to the obtained solution under cooling with ice, and they were stirred under cooling with ice for 2 hours. The title compound was obtained by the same isolation process as that of step 1 in Example 1 with ethyl acetate as the extractant.

Workup

  1. temperatureunder cooling with ice, and they
  2. temperatureunder cooling with ice for 2 hours

Sources & evidence

ORD record
ord-78a6601ca85f469c94387628e34245f9
Source dataset
uspto-grants-2008_07
Patent number
US07396844B1

Reaction notes

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