| Identification | More | [Name]
2-Amino-4,6-dichloro-5-formylpyrimidine | [CAS]
5604-46-6 | [Synonyms]
2-AMINO-4,6-DICHLORO-5-FORMYL-PYRIMIDINE
2-AMINO-4,6-DICHLORO-5-PYRIMIDINECARBALDEHYDE
2-AMINO-4,6-DICHLORO-PYRIMIDINE-5-CARBALDEHYDE
2-AMINO-4,6-DICHLOROPYRIMIDINE-5-CARBOXALDEHYDE
5-PYRIMIDINECARBOXALDEHYDE, 2-AMINO-4,6-DICHLORO-
2-AMINO-4,6-DICHLOROPYRIMIDINE-5-CARBOX&
2-amino-4,6-dichloro-5-pyrimid | [EINECS(EC#)]
624-720-5 | [Molecular Formula]
C5H3Cl2N3O | [MDL Number]
MFCD03001242 | [Molecular Weight]
192 | [MOL File]
5604-46-6.mol |
| Chemical Properties | Back Directory | [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 | [InChI]
1S/C5H3Cl2N3O/c6-3-2(1-11)4(7)10-5(8)9-3/h1H,(H2,8,9,10) | [InChIKey]
GOJUJUVQIVIZAV-UHFFFAOYSA-N | [SMILES]
[H]C(=O)c1c(Cl)nc(N)nc1Cl | [CAS DataBase Reference]
5604-46-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R43:May cause sensitization by skin contact. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29335990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
Substrate used in the synthesis of an N-terminal surrogate in amino acid and peptide analogues. | [Uses]
2-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]
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 |
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