Methylamine → 4-Methylamino-3-nitrobenzenesulfonic acid-n-methyl-n-(1-methylpiperidin-4-yl)amide

HRID 2288368Notes

Reaction equation

HRID 2288368 reaction equation
[CH3:1][N:2]([CH:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1)[S:3]([C:6]1[CH:11]=[CH:10][C:9](Cl)=[C:8]([N+:13]([O-:15])=[O:14])[CH:7]=1)(=[O:5])=[O:4].[CH3:23][NH2:24]>O>[CH3:1][N:2]([CH:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1)[S:3]([C:6]1[CH:11]=[CH:10][C:9]([NH:24][CH3:23])=[C:8]([N+:13]([O-:15])=[O:14])[CH:7]=1)(=[O:5])=[O:4]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 113714564-Chloro-3-nitrobenzenesulfonic acid-n-(1-methylpiperidin-4-yl)-n-methylamide

Product 1

HCID 184126614-Methylamino-3-nitrobenzenesulfonic acid-n-methyl-n-(1-methylpiperidin-4-yl)amide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.6 g (4.6 mMol) of 4-chloro-3-nitrobenzenesulphonic acid-N-methyl-N-(1-methyl-piperidin-4-yl)-amide was mixed with 30 ml of 40% methylamine solution and stirred in a sealed flask for four hours at room temperature. Then the mixture was diluted with about 40 ml of water, the product precipitated was suction filtered, washed with water and dried. Yield: 1.5 g (95% of theory), C14H22N4O4S (343.4) Rf value: 0.45 (silica gel; dichloromethane/ethanol=4:1)

Workup

  1. customthe product precipitated
  2. filtrationfiltered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-52690c51bc34478aa1fd0c5eeadd1a15
Source dataset
uspto-grants-2000_07
Patent number
US06087380

Reaction notes

Loading…