2-Amino-6-chloro-4(1H)-pyrimidinone
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2-Amino-6-chloro-4(1H)-pyrimidinone
structure -
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CAS No:
1194-21-4
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Formula:
C4H4ClN3O
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Chemical Name:
2-Amino-6-chloro-4(1H)-pyrimidinone
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Synonyms:
4(1H)-Pyrimidinone,2-amino-6-chloro-;4-Pyrimidinol,2-amino-6-chloro-;4(3H)-Pyrimidinone,2-amino-6-chloro-;2-Amino-6-chloro-4(1H)-pyrimidinone;2-Amino-6-chloro-4-pyrimidinol;2-Amino-4-chloro-6-hydroxypyrimidine;6-Chloroisocytosine;2-Amino-4-hydroxy-6-chloropyrimidine;2-Amino-6-chloro-4-pyrimidinone;2-Amino-6-chloro-4(3H)-pyrimidinone;2-Amino-4-chloropyrimidine-6-one;NSC 35655;2-Amino-6-chloro-3H-pyrimidin-4-one;2-Amino-6-chloro-1H-pyrimidin-4-one;2-Amino-6-chloro-3,4-dihydropyrimidin-4-one;24541-69-3
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CAS No:
Characteristics
67.5
-0.5
1.7910 (rough estimate)
261 °C
259.1±50.0 °C(Predicted)
204.0±29.6 °C
1.4510 (estimate)
0.00676mmHg at 25°C
Safety Information
3
36/37/38-22-20/21/22
26-36-36/37-24/25
UW5995000
Xi,Xn
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
H315
2-Amino-6-chloro-4(1H)-pyrimidinone Use and Manufacturing
To a solution of 4, 6-dichloropyrimidin-2-amine (21.2 g, 129.27 mmol) in 200 mL of IN NaOH was added NaOH (4 g, 100.00 mmol) in several batches. The resulting solution was refluxed for 5 hours. The reaction mixture was cooled in a bath of HEXAMPLE 3 To a solution of 4, 6-dichloropyrimidin-2-amine (21.2 g, 129.27 mmol) in 200 mL of IN NaOH was added NaOH (4 g, 100.00 mmol) in several batches. The resulting solution was refluxed for 5 hours. The reaction mixture was cooled in a bath of H2O/ice. Adjustment of the pH to 5-6 was accomplished by the addition of CH3COOH. A filtration was performed and the filter cake was collected. The solid was washed with water and dried under an oven with reduced pressure. This resulted in 17 g (86percent) of 2-amino-6-chloropyrirnidin-4(3H)-one as a white solid.2-Amino-4, 6-dichloropyrimidine (10.6 g) was suspended in 1N NAOH (100 mL) and heated to reflux. Additional NaOH(s) (1.0 g) was added after 2 h and 4 h. After 5H, the solution was cooled with an ice bath and neutralized with acetic acid. The white precipitate was filtered, washed with water, and dried on a high vacuum to yield 9.28 g of white solid.
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