| Identification | More | [Name]
4-Amino-2-chloropyrimidine | [CAS]
7461-50-9 | [Synonyms]
2-CHLORO-4-AMINOPYRIMIDINE
2-CHLORO-4-PYRIMIDINAMINE
2-CHLOROPYRIMIDIN-4-AMINE
2-CHLOROPYRIMIDIN-4-YLAMINE
4-AMINO-2-CHLOROPYRIMIDINE
4-Pyrimidinamine, 2-chloro-(9CI)
4-Pyrimidinamine, 2-chloro-
4-Amino-2-chloropyrimidine ,97% | [Molecular Formula]
C4H4ClN3 | [MDL Number]
MFCD00194051 | [Molecular Weight]
129.55 | [MOL File]
7461-50-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
197-205 °C | [Boiling point ]
338.8±15.0 °C(Predicted) | [density ]
1.437±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
2.30±0.10(Predicted) | [color ]
White to Light yellow | [Detection Methods]
HPLC,NMR | [InChI]
InChI=1S/C4H4ClN3/c5-4-7-2-1-3(6)8-4/h1-2H,(H2,6,7,8) | [InChIKey]
LPBDZVNGCNTELM-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=CC(N)=N1 | [CAS DataBase Reference]
7461-50-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H319 | [Precautionary statements ]
P264-P270-P280-P301+P312-P305+P351+P338-P337+P313 | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R36:Irritating to the eyes.
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3 | [HazardClass ]
IRRITANT-HARMFUL | [HS Code ]
29335990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light brown solid | [Uses]
4-Amino-2-chloropyrimidine is a chloropyrimidine compound, which is widely used in the synthesis of various medicines and pesticides. It can be used to transform functional groups, such as amino groups, or to remove chlorine by hydrogenolysis; chlorine can also be used to couple various carbon-carbon bonds. | [Synthesis]
2,4-Dichloropyrimidine (1.0 g, 6.7 mmol) was used as starting material and 28% w/v aqueous ammonium hydroxide solution (20 mL) was added. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The obtained residue was dried and subsequently purified by fast column chromatography (FCC) with the eluent being chloroform solution containing 2-10% ethanol, resulting in the isolation of 2-amino-4-chloropyrimidine and 2-chloro-4-aminopyrimidine. Product yields: 200 mg of 2-amino-4-chloropyrimidine in 23% yield and 600 mg of 2-chloro-4-aminopyrimidine in 69% yield. | [References]
[1] Patent: WO2010/20556, 2010, A1. Location in patent: Page/Page column 62
[2] Journal of the American Chemical Society, 2003, vol. 125, # 33, p. 9970 - 9982
[3] Tetrahedron, 2010, vol. 66, # 6, p. 1280 - 1288
[4] Patent: WO2006/114409, 2006, A1. Location in patent: Page/Page column 18
[5] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 14, p. 1973 - 1978 |
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