4-Chloro-3-nitrobenzenesulfonamide → 4-(1-Isopropylpiperidin-4-ylamino)-3-nitrobenzenesulfonamide

HRID 1848819Notes

Reaction equation

HRID 1848819 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH:15]([N:18]1[CH2:23][CH2:22][CH:21]([NH2:24])[CH2:20][CH2:19]1)([CH3:17])[CH3:16]>O1CCOCC1>[CH:15]([N:18]1[CH2:23][CH2:22][CH:21]([NH:24][C:2]2[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=2[N+:12]([O-:14])=[O:13])[CH2:20][CH2:19]1)([CH3:17])[CH3:16]

Participants

4

Reactant 2

HCID 73244-Chloro-3-nitrobenzenesulfonamideHCID 31633331-(Propan-2-yl)piperidin-4-amine

Product 1

HCID 674225194-(1-Isopropylpiperidin-4-ylamino)-3-nitrobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

A suspension of 4-chloro-3-nitrobenzenesulfonamide (1.664 g) triethylamine (2 mL) and 1-isopropylpiperidin-4-amine (1 g) in dioxane (10 mL) was stirred for 16 hours at 90° C. The reaction mixture was cooled to room temperature and the solid material was filtered off. The solid material was washed with 20% methanol/dichloromethane, and the mixture was dried under vacuum, to provide the product.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationthe solid material was filtered off
  3. washThe solid material was washed with 20% methanol/dichloromethane
  4. customthe mixture was dried under vacuum
  5. customto provide the product

Sources & evidence

ORD record
ord-7f23166ca0314a75959a2294a7bd0dd9
Source dataset
uspto-grants-2015_02
Patent number
US08952157B2

Reaction notes

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