Ethylenediamine → N-(5-Ethyl-6-methyl-pyrimidin-4-yl)ethane-1,2-diamine hydrochloride

Reaction equation

[Cl:1][C:2]1[C:7]([CH2:8][CH3:9])=[C:6]([CH3:10])[N:5]=[CH:4][N:3]=1.[NH2:11][CH2:12][CH2:13][NH2:14]>>[ClH:1].[CH2:8]([C:7]1[C:2]([NH:11][CH2:12][CH2:13][NH2:14])=[N:3][CH:4]=[N:5][C:6]=1[CH3:10])[CH3:9]

Participants

Reactant 2

HCID 3301Ethylenediamine

HCID 612520254-Chloro-5-ethyl-6-methylpyrimidine

Product 1

HCID 66834918N-(5-Ethyl-6-methyl-pyrimidin-4-yl)ethane-1,2-diamine hydrochlorideYield 144.8%

Conditions

Temperature: 150 °C

Procedure

4-Chloro-5-ethyl-6-methylpyrimidin (570 mg, 4 mmol) was mixed with 1,2-diaminoethane (2 ml, 30 mmol) and stirred at 150° C. in a closed vessel under microwave heating. The mixture was evaporated to dryness under reduced pressure to yield 1.255 g of a solid. MS (APCI) m/z=181.1 [M+H]+.

Workup

temperatureheating
customThe mixture was evaporated to dryness under reduced pressure

Sources & evidence

ORD record: ord-a2eefbeaf0184e2bbe6b4eb241b7ac72
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08877934B2

Reaction notes

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