Hydrochloric Acid → HCID 22485103, compound

HRID 1368245Notes

Reaction equation

HRID 1368245 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([N:8]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:15][C:14]=2[Cl:25])C(=O)C)[C:5]([N+:26]([O-:28])=[O:27])=[CH:4][CH:3]=1.[OH-].[Na+].Cl.O>O1CCOCC1>[Br:1][C:2]1[N:7]=[C:6]([NH:8][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:15][C:14]=2[Cl:25])[C:5]([N+:26]([O-:28])=[O:27])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 22388142HCID 22388142, compound

Product 1

HCID 22485103HCID 22485103, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 6-bromo-2-[N-(2-chloro-4-phenylbenzyl)acetamido]-3-nitropyridine (15.4 g) in dioxane (150 ml) was added 1N aqueous sodium hydroxide solution (43.5 ml) at room temperature and the mixture was heated to 50° C. The mixture was stirred for 3 hr, ice-cooled, and neutralized with 1N hydrochloric acid. Water (300 ml) was added and the precipitated crystals were collected by filtration and dried under reduced pressure to give 6-bromo-2-[N-(2-chloro-4-phenylbenzyl)amino]-3-nitropyridine (13.8 g) as yellow crystals.

Workup

  1. temperatureice-cooled
  2. filtrationthe precipitated crystals were collected by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-25c99386489b4e96b0ab4bb2fb10ece4
Source dataset
uspto-grants-2003_06
Patent number
US06573274B1

Reaction notes

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