2-Piperazinecarboxamide,3,6-dioxo-(6CI) synthesis

3synthesis methods

Product Name:2-Piperazinecarboxamide,3,6-dioxo-(6CI)
CAS Number:98142-97-3
Molecular formula:C5H7N3O3
Molecular Weight:157.13

diethyl 2-[(2-chloroacetyl)amino]propanedioate

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Yield:98142-97-3 11 g

Reaction Conditions:

with ammonia in methanol at 60 - 120;

Steps:

2 EXAMPLE 2: Preparation of compound of 4 (Formula III):

To 25 g of chloroacetyldiester (3, Formula V), 125 mL methanolic ammonia (7 N) was added and the solution was stirred between 60 - 120 °C and the stirring continued till the completion of the starting material. The reaction mixture was filtered and obtained crude product was recrystallized to afford 11g of the 3,6-dioxopiperazine-2-carboxamide (4, Formula III) as off-white solid. This step can be carried out using other amines such as ammonia or ally 1/benzyl amine and sulphonamide. (0083) [0052] Mol. Formula: C₅H₇N₃O₃ mp: 260-262 °C; NMR (400 MHz, DMSO) δ 8.23 (d, J = 2.8 Hz, 1H), 8.14 (d, J = 2.1 Hz, 1H), 7.72 (s, 1H), 7.38 (s, 1H), 4.26 (d, J = 3.2 Hz, 1H), 3.87 (d, J = 17.2 Hz, 1H), 3.56 (dd, J = 17.2, 3.5 Hz, 1H); ¹³C NMR (101 MHz, DMSO) δ 169.2, 167.3, 164.4, 59.7, 44.9; HRMS: calcd. for C₅H₈N₃O₃[M + H]⁺ 158.0566, found 158.0568

References:

WO2021/250705,2021,A1 Location in patent:Paragraph 0038; 0051-0052

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References

14769-29-0 Synthesis

Serine,N-[(phenylmethoxy)carbonyl]glycyl-O-ethyl-3-oxo-, ethyl ester (9CI)

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References