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2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde

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CAS:5604-46-6
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CAS:5604-46-6
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2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde manufacturers

2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde Basic information
Product Name:2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde
Synonyms:2-AMINO-4,6-DICHLORO-PYRIMIDINE-5-CARBALDEHYDE;2-AMINO-4,6-DICHLOROPYRIMIDINE-5-CARBOXALDEHYDE;2-AMINO-4,6-DICHLORO-5-FORMYL-PYRIMIDINE;2-AMINO-4,6-DICHLORO-5-PYRIMIDINECARBALDEHYDE;5-PYRIMIDINECARBOXALDEHYDE, 2-AMINO-4,6-DICHLORO-;2-amino-4,6-dichloro-5-pyrimid;2-AMINO-4,6-DICHLOROPYRIMIDINE-5-CARBOX&;2-azanyl-4,6-dichloro-pyrimidine-5-carbaldehyde
CAS:5604-46-6
MF:C5H3Cl2N3O
MW:192
EINECS:624-720-5
Product Categories:Heterocycle-Pyrimidine series;C1 to C6;C4 to C5;Carbonyl Compounds;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Organic Building Blocks;Pyrimidines;Heterocycle intermediates;Pyridines, Pyrimidines, Purines and Pteredines;Aldehydes;Pyrazines, Pyrimidines & Pyridazines;Pyrimidine;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PyrimidinesHeterocyclic Building Blocks;Building Blocks
Mol File:5604-46-6.mol
2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde Structure
2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde Chemical Properties
Melting point 208-224 °C
Boiling point 411.6±55.0 °C(Predicted)
density 1.688±0.06 g/cm3(Predicted)
storage temp. 2-8°C
form powder
pka-1.57±0.10(Predicted)
color Pale Yellow
Sensitive Air Sensitive
CAS DataBase Reference5604-46-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38-43
Safety Statements 26-36/37
WGK Germany 3
HazardClass IRRITANT
HS Code 29335990
MSDS Information
ProviderLanguage
SigmaAldrich English
2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde Usage And Synthesis
Chemical PropertiesWhite solid
UsesSubstrate used in the synthesis of an N-terminal surrogate in amino acid and peptide analogues.
Uses2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde is a substrate used in the synthesis of an N-terminal surrogate in amino acid and peptide analogues.
Synthesis
2-Amino-4,6-dihydroxypyrimidine

56-09-7

2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde

5604-46-6

Example 1: This example describes the synthesis of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde using 2-amino-4,6-dihydroxypyrimidine as starting material. The procedure was as follows: absolute DMF (210 mL, 1.38 mol) was added dropwise to an ice-cold POCl3 solution (900 mL) over 20 minutes under ice bath conditions. After removal of the ice bath, powdered 2-amino-6-hydroxypyrimidin-4(3H)-one (150 g, 1.17 mol) was added over 20 min. Subsequently, the reaction mixture was heated to 100 °C and the reaction was stirred at this temperature for 3-4 hours. Upon completion of the reaction, the solution was cooled to room temperature and slowly poured into a pre-prepared ice-water mixture (diluted to 10 L from 4 L of crushed ice with water). The resulting aqueous solution was heated to 50 °C and stirring was continued for 2 hours. Finally, the mixture was placed in a refrigerator overnight and the precipitate was collected by filtration and dried to obtain the target product 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (160 g, 71% yield).

References[1] Patent: US2003/78413, 2003, A1
Tag:2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde(5604-46-6) Related Product Information
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