Butylamine → N-[5-(n-butylaminoacetylamino)4-nitro-2-phenoxyphenyl]methanesulfonamide

HRID 441126Notes

Reaction equation

HRID 441126 reaction equation
O1CCOCC1.Cl[CH2:8][C:9]([NH:11][C:12]1[C:13]([N+:30]([O-:32])=[O:31])=[CH:14][C:15]([O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:16]([NH:18][S:19]([CH3:22])(=[O:21])=[O:20])[CH:17]=1)=[O:10].[CH2:33]([NH2:37])[CH2:34][CH2:35][CH3:36]>O>[CH2:33]([NH:37][CH2:8][C:9]([NH:11][C:12]1[C:13]([N+:30]([O-:32])=[O:31])=[CH:14][C:15]([O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:16]([NH:18][S:19]([CH3:22])(=[O:21])=[O:20])[CH:17]=1)=[O:10])[CH2:34][CH2:35][CH3:36]

Participants

5

Reactant 3

HCID 8007ButylamineHCID 312751,4-DioxaneHCID 15285981N-(5-chloroacetylamino-4-nitro-2-phenoxyphenyl)methanesulfonamide

Product 1

HCID 15285982N-[5-(n-butylaminoacetylamino)4-nitro-2-phenoxyphenyl]methanesulfonamideYield 72%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 7 ml of a dioxane solution containing 1.4 g of N-(5-chloroacetylamino-4-nitro-2-phenoxyphenyl)methanesulfonamide was added 0.77 g of n-butylamine at room temperature, followed by stirring for an hour. Water was added to the reaction solution, the precipitate was collected by filtration and recrystallized from ethanol to give 1.1 g of N-[5-(n-butylaminoacetylamino)4-nitro-2-phenoxyphenyl]methanesulfonamide as yellow needles.

Workup

  1. filtrationthe precipitate was collected by filtration
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-6507560dbca94101bac182f858905b27
Source dataset
uspto-grants-1996_05
Patent number
US05521311

Reaction notes

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