ChemicalBook CAS DataBase List 5-(Amino-1-(N-methyl Carbamoyl)

5-(Amino-1-(N-methyl Carbamoyl) synthesis

9synthesis methods

Product Name:5-(Amino-1-(N-methyl Carbamoyl)
CAS Number:188612-53-5
Molecular formula:C6H9N5O2
Molecular Weight:183.17

360-97-4 Synthesis

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72002-25-6 Synthesis

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Yield: 80%

Reaction Conditions:

in acetonitrile at 55 - 60; for 6 h;Solvent;

Steps:

2 Preparation of carbamoyl-AICA
To a suspension of AICA base, 20.0 g in 100 mL of acetonitrile, was heated at 55-60 °C and 30 g of Nmethylcarbamoylimidazole was added. The reaction mixture was maintained at 55-60 °C for 6 hours and then cooled to0-5 ° C. After 2 hours, the resulting suspension wasfiltered and washed with precooled water. The obtainedcrystals were dried under vacuum at 50 °C for 6 hours, yielding 23.0 g of carbamoyl-AICA as a white solid (80% yield and 99.2% HPLC purity) . ‘H NNR (500 MHz, DMSO) : 6 2.84 (d, 3H); 2.50-2.52 (DMSO); 3.35 (H20); 6.38 (5, 2H);6.85 (d, 2H) ; 7.61 (s, 2H) ; 8.42 (s, 2H) . 13C (NNR, 125 MHz, DMSO) 6 26.9; 39.2-40.5 (DMSO); 111.6; 126.5; 143.8; 151.1; 166.7; IR (ATR, cm’) : max 3458; 3404; 3348; 3319;3130; 3068; 2949; 1714; 1645; 1595; 1556; 1530; 1503; 1460;1452; 1420; 1298; 1248; 1221; 1173; 1076; 955; 827; 745;698; MS (ESI) Calculated to[C6H9N502 + Na] = m/z 206.0648; found m/z = 206.0645.

References:

CRISTÁLIA PRODUTOS QUÍMICOS FARMACÊUTICOS LTDA;PACHECO, Ogari;DE SIO, Vincenzo;MASSONI, Murilo;CAMARGO, Leandro WO2018/112589, 2018, A1 Location in patent:Paragraph 055; 056

65906-68-5 Synthesis