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2-Amino-4-chloro-6-hydroxy-5-nitropyrimidine

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2-Amino-4-chloro-6-hydroxy-5-nitropyrimidine Basic information
Product Name:2-Amino-4-chloro-6-hydroxy-5-nitropyrimidine
Synonyms:ACHNP;AKOS 92816;2-AMINO-4-CHLORO-5-NITRO-6-HYDROXYPYRIMIDINE;2-Amino-6-chloro-5-nitropyrimidin-4(5H)-one;2-amino-6-chloro-5-nitro-1H-pyrimidin-4-one;2-azanyl-6-chloro-5-nitro-1H-pyrimidin-4-one;2-aMino-6-chloro-5-nitro-4-oxo-3,4-dihydro-pyriMidine;2-Amino-6-chloro-5-nitropyrimidin-4-ol
CAS:1007-99-4
MF:C4H3ClN4O3
MW:190.54
EINECS:
Product Categories:
Mol File:1007-99-4.mol
2-Amino-4-chloro-6-hydroxy-5-nitropyrimidine Structure
2-Amino-4-chloro-6-hydroxy-5-nitropyrimidine Chemical Properties
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
Boiling point 268.2±50.0 °C(Predicted)
density 2.20±0.1 g/cm3(Predicted)
Melting point >350 °C
pKa4≅+-.0.50(Predicted)
CAS DataBase Reference1007-99-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
HS Code 2933599590
MSDS Information
2-Amino-4-chloro-6-hydroxy-5-nitropyrimidine Usage And Synthesis
Synthesis
2-Amino-6-chloro-4-pyrimidinol

1194-21-4

2-AMINO-4-CHLORO-6-HYDROXY-5-NITROPYRIMIDINE

1007-99-4

General procedure for the synthesis of 2-amino-4-chloro-5-nitro-6-hydroxypyrimidines from 2-amino-6-chloro-4-hydroxypyrimidines: 2-amino-6-chloropyrimidin-4(3H)-one (10 g, 68.73 mmol) was dissolved in 98% sulfuric acid (46 mL) at 40 °C, keeping stirring. Subsequently, 65% nitric acid (9 g) was slowly added dropwise to the above solution. The reaction mixture was continued to be stirred at room temperature for 1 hour. Upon completion of the reaction, the solution was carefully poured into 100 g of ice to quench the reaction. The precipitate was collected by filtration and the resulting filter cake was dried in a reduced pressure oven to afford 12 g (87% yield) of the target product 2-amino-6-chloro-5-nitropyrimidin-4(3H)-one as a yellow solid. The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 7.13 (1H, s), 8.59 (1H, s), 12.16 (1H, s).

References[1] Chemistry (Weinheim an der Bergstrasse, Germany), 2002, vol. 8, # 1, p. 293 - 301
[2] Patent: US4939252, 1990, A
[3] Patent: WO2009/139834, 2009, A1. Location in patent: Page/Page column 93-94
[4] Journal of Heterocyclic Chemistry, 1985, vol. 22, # 4, p. 1035 - 1040
[5] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985, p. 1645 - 1660
2-Amino-4-chloro-6-hydroxy-5-nitropyrimidine Preparation Products And Raw materials
Raw materials2-Amino-6-chloro-4-pyrimidinol-->Nitric acid-->Sulfuric acid
Tag:2-Amino-4-chloro-6-hydroxy-5-nitropyrimidine(1007-99-4) Related Product Information
2-Amino-4-chloro-6-hydroxy-5-nitropyrimidine NR3 salt 2-Amino-6-chloro-4-pyrimidinol hydrate, 95 2-Amino-4-chloro-6-hydroxy-5-nitropyrimidine 2-Amino-5-nitropyrimidine 2-Amino-6-chloro-4-pyrimidinol 1-Chloro-2-nitropropane