Methanesulfonyl chloride → N-[1-(2-Chlorophenyl)-2-nitroethyl]methanesulphonamide

HRID 709135Notes

Reaction equation

HRID 709135 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].Cl.[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH:14]([NH2:19])[CH2:15][N+:16]([O-:18])=[O:17]>N1C=CC=CC=1>[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH:14]([NH:19][S:2]([CH3:1])(=[O:4])=[O:3])[CH2:15][N+:16]([O-:18])=[O:17]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 866947771-(2-Chlorophenyl)-2-nitroethanamine hydrochloride

Product 1

HCID 68032403N-[1-(2-Chlorophenyl)-2-nitroethyl]methanesulphonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

At RT, 182 μl (2.35 mmol) of methanesulphonyl chloride were added to a solution of 300 mg (about 93% pure, 1.18 mmol) of the compound of Example 25A in 7.2 ml of pyridine, and the mixture was stirred for 1 h. The pyridine was removed on a rotary evaporator and the residue was purified by preparative HPLC [Method 20]. This gave 221 mg (65% of theory) of the title compound.

Workup

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

Sources & evidence

ORD record
ord-b35e8a953cb447759a4d29e4b39738ad
Source dataset
uspto-grants-2015_11
Patent number
US09180120B2

Reaction notes

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