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

HRID 50236Notes

Reaction equation

HRID 50236 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-nitrobenzenesulfonic acid-N-methyl-N-(1-methylpiperidin-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-efa293246964445dad1dcf8e6e08abd8
Source dataset
uspto-grants-2004_03
Patent number
US06710055B2

Reaction notes

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