Hydrazine hydrate (1:1) → 2-Hydrazinyl-4-methylpyrimidine

HRID 2074975Notes

Reaction equation

HRID 2074975 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.O.[NH2:10][NH2:11]>CO>[NH:10]([C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1)[NH2:11]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 116296072-Chloro-4-methylpyrimidine

Product 1

HCID 123890672-Hydrazinyl-4-methylpyrimidineYield 75.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-chloro-4-methylpyrimidine (6.06 g, 47.1 mmol) in MeOH (40 mL) was added hydrazine monohydrate (10 mL, 206 mmol). The solution was stirred for 16 h at room temperature and then purified by reverse phase HPLC to provide 4.43 g of the title compound. (76%) as a white solid. MH+125.

Workup

  1. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-2654da8d86f94b4ab31a39d7ed3b21f5
Source dataset
uspto-grants-2011_04
Patent number
US07919528B2

Reaction notes

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