Ethanesulfonyl chloride → N-[1-(2-Chlorophenyl)-2-nitroethyl]ethanesulphonamide

HRID 709137Notes

Reaction equation

HRID 709137 reaction equation
[CH2:1]([S:3](Cl)(=[O:5])=[O:4])[CH3:2].Cl.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]([NH2:20])[CH2:16][N+:17]([O-:19])=[O:18]>N1C=CC=CC=1>[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]([NH:20][S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])[CH2:16][N+:17]([O-:19])=[O:18]

Participants

4

Reactant 2

HCID 11667Ethanesulfonyl chlorideHCID 866947771-(2-Chlorophenyl)-2-nitroethanamine hydrochloride

Product 1

HCID 66635357N-[1-(2-Chlorophenyl)-2-nitroethyl]ethanesulphonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

At RT, 219 μl (2.31 mmol) of ethanesulphonyl chloride were added to a solution of 295 mg (about 93% pure, 1.16 mmol) of the compound of Example 25A in 7.0 ml of pyridine, and the mixture was stirred for 1 h. The pyridine was then removed on a rotary evaporator and the residue was purified by preparative HPLC [Method 20]. This gave 230 mg (about 90% pure according to LC/MS, 61% of theory) of the title compound.

Workup

  1. customThe pyridine was then removed on a rotary evaporator
  2. customthe residue was purified by preparative HPLC [Method 20]

Sources & evidence

ORD record
ord-58d9b1f0a8ee4954b8d0074366e4c9d9
Source dataset
uspto-grants-2015_11
Patent number
US09180120B2

Reaction notes

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