Water → 2,4,6-Trichloropyrimidin-5-amine

HRID 1695982Notes

Reaction equation

HRID 1695982 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([N+:9]([O-])=O)=[C:4]([Cl:12])[N:3]=1.O>CCO.[Ni]>[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([NH2:9])=[C:4]([Cl:12])[N:3]=1

Participants

5

Reactant 2

HCID 962WaterHCID 42978432,4,6-Trichloro-5-nitropyrimidine

Product 1

HCID 133921552,4,6-Trichloropyrimidin-5-amineYield 149.6%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

2,4,6-Trichloro-5-nitropyrimidine (1 g, 4.38 mmol) was suspended in EtOH (10 mL). Raney-Nickel®2800 in water (1.285 g, 21.89 mmol) was added and the vessel was purged with hydrogen gas and stirred at atmospheric pressure and room temperature overnight. After filtration through Celite® the filtrate was evaporated to give 1.3 g of crude 2,4,6-trichloropyrimidin-5-amine. MS [M+H] Found 200.

Workup

  1. customthe vessel was purged with hydrogen gas
  2. filtrationAfter filtration through Celite® the filtrate
  3. customwas evaporated

Sources & evidence

ORD record
ord-babe35ac174040bab36970abd82c1043
Source dataset
uspto-grants-2012_04
Patent number
US08163755B2

Reaction notes

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