HCID 22597426, compound → HCID 22597404, compound

HRID 1760216Notes

Reaction equation

HRID 1760216 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]([Cl:15])[CH:10]=2)[C:3]=1[N+:16]([O-])=O>C(O)C.C(O)(=O)C.[Zn]>[Cl:15][C:11]1[CH:10]=[C:9]([NH:8][C:4]2[C:3]([NH2:16])=[C:2]([Cl:1])[N:7]=[CH:6][N:5]=2)[CH:14]=[CH:13][N:12]=1

Participants

5

Reactant 1

HCID 22597426HCID 22597426, compound

Product 1

HCID 22597404HCID 22597404, compoundYield 128.4%

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

N-(6-Chloro-5-nitro-4-pyrimidinyl)-N-(2-chloro-4-pyridyl)amine (2.2 g, 7.6 mmol) was suspended in 44 ml ethanol and 4.4 ml acetic acid, and 2.2 g zinc powder was added little by little thereto at 0° C. The reaction solution was returned to room temperature and stirred for 1 hour, and then the insoluble matters were filtered off. The filtrate was concentrated and suspended in water, and the resulting solid was collected by filtration and air-dried, to give 2.5 g of the title compound in crude form.

Workup

  1. customwas returned to room temperature
  2. filtrationthe insoluble matters were filtered off
  3. concentrationThe filtrate was concentrated
  4. filtrationthe resulting solid was collected by filtration
  5. customair-dried

Sources & evidence

ORD record
ord-3213ef2473564cc7a07f1e152c17bd18
Source dataset
uspto-grants-2005_01
Patent number
US06841549B1

Reaction notes

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