Sodium Hydroxide → 5-Ethyl-2-(4-ethyl-3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine

HRID 2047626Notes

Reaction equation

[C:1]([NH:4][NH2:5])([NH2:3])=[NH:2].Cl.[OH-].[Na+].[CH2:9]([CH:11]([C:15](=O)[CH3:16])[C:12](=O)[CH3:13])[CH3:10]>O>[CH2:9]([C:11]1[C:15]([CH3:16])=[N:2][C:1]([N:4]2[C:12]([CH3:13])=[C:11]([CH2:15][CH3:16])[C:9]([CH3:10])=[N:5]2)=[N:3][C:12]=1[CH3:13])[CH3:10]

Participants

Conditions

Temperature: 80 °C

Procedure

To aminoguanidine hydrochloride (1.76 g, 15.9 mmol), water (5 ml), sodium hydroxide (636 mg, 15.9 mmol), and 3-ethyl-2,4-pentanedione (manufactured by Tokyo Chemical Industry, purity: 90.0% or higher) (4.50 g, 35.0 mmol) were added, and then stirred at 80° C. for 8 hours. To the reaction mixture, water (30 ml) was added, and then stirred at 0° C. for 1 hour. The precipitated crystals were collected by filtration, washed with water, and dried under reduced pressure to obtain 5-ethyl-2-(4-ethyl-3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine (1.35 g, 33%).

Workup

stirringstirred at 0° C. for 1 hour
filtrationThe precipitated crystals were collected by filtration
washwashed with water
customdried under reduced pressure

Sources & evidence

ORD record: ord-033a66ea175d428c8c008f52a95a15fc
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592582B2

Reaction notes

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