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

HRID 624341Notes

Reaction equation

HRID 624341 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-7c8f505807b64c3dafcec248ef14cd60
Source dataset
uspto-grants-2016_04
Patent number
US09303025B2

Reaction notes

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