2-Amino-1-cyclopentene-1-carbonitrile synthesis
- Product Name:2-Amino-1-cyclopentene-1-carbonitrile
- CAS Number:2941-23-3
- Molecular formula:C6H8N2
- Molecular Weight:108.14
111-69-3
2941-23-3
General procedure for the synthesis of 2-amino-1-cyclopentene-1-carbonitrile from hexanedinitrile: hexanedinitrile (5.40 g, 50 mmol) was mixed with powdered potassium tert-butanolate (t-BuOK, 6.72 g, 60 mmol) and the reaction was stirred at room temperature overnight. Upon completion of the reaction, water was added to the reaction mixture, and the precipitated crystalline solid was collected by filtration and purified by recrystallization with methanol (MeOH) to finally obtain the target product 2-amino-1-cyclopentene-1-carbonitrile (4.26 g, 79% yield).
111-69-3
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2941-23-3
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$7.00/1g
Yield:2941-23-3 85%
Reaction Conditions:
with potassium tert-butylate in toluene at 65 - 80; for 8 h;Inert atmosphere;
Steps:
1 Step 1: 2-Aminocyclopent-1-ene-1-carbonitrile
Into a 500-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a mixture of adiponitrile (10.8 g, 100 mmol) in toluene (250 mL). The reaction mixture was heated to 65°C, and t-BuOK (112 g, 100 mmol) was added into the solution at 65°C in portions. The resulting solution was stirred for at 80°C for 8 h. The reaction mixture was then cooled to RT and quenched by the addition of 200 mL of water/ice. The solids were collected by filtration. The filter cake was washed with water (100mL) and hexane (200 mL), after which it was dried under an infra-red lamp. This resulted in 9.18 g (85.0%) of the title compound as an off-white solid. MS- ESI: 109 (M+1).
References:
NOVARTIS INFLAMMASOME RESEARCH, INC.;KATZ, Jason;ROUSH, William;SEIDEL, Hans, Martin;SHEN, Dong-Ming;VENKATRAMAN, Shankar WO2020/154499, 2020, A1 Location in patent:Page/Page column 532-533
628-94-4
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2941-23-3
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$7.00/1g
1558-81-2
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$8.00/1g
2941-23-3
158 suppliers
$7.00/1g