| Identification | Back Directory | [Name]
5-iodopyrimidin-4-amine | [CAS]
91416-96-5 | [Synonyms]
5-iodopyrimidin-4-amine
4-Amino-5-iodopyrimidine
4-Pyrimidinamine,5-iodo-
5-Iodo-pyrimidin-4-ylamine
5-iodopyrimidin-4-amine ISO 9001：2015 REACH | [Molecular Formula]
C4H4IN3 | [MDL Number]
MFCD09999223 | [MOL File]
91416-96-5.mol | [Molecular Weight]
221 |
| Chemical Properties | Back Directory | [Melting point ]
188-189 °C | [Boiling point ]
322.7±27.0 °C(Predicted) | [density ]
2.204±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [pka]
3.86±0.10(Predicted) | [Appearance]
Light yellow to green yellow Solid | [InChI]
InChI=1S/C4H4IN3/c5-3-1-7-2-8-4(3)6/h1-2H,(H2,6,7,8) | [InChIKey]
HTBFTDHEWCRQPJ-UHFFFAOYSA-N | [SMILES]
C1=NC=C(I)C(N)=N1 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 4-amino-5-iodopyrimidine from the compound (CAS:163133-86-6) is as follows: 4-aminopyridine (0.970 g, 10.3 mmol) was dissolved in 20 mL of acetic acid, and iodine monochloride (1.67 g, 10.3 mmol, 1.01 eq.) was added to produce a large amount of N-iodine-substituted intermediates precipitate immediately in the reaction system. The reaction mixture was refluxed for 3 hours under argon protection. Upon completion of the reaction, the mixture was cooled to about 10 °C with a water bath to induce complete precipitation of the product. The precipitate was collected by filtration and dried to give 4-amino-5-iodopyrimidine as a pale yellow solid (1.4 g, 62% yield). | [References]
[1] Heterocycles, 1984, vol. 22, # 5, p. 1195 - 1210
[2] Synthesis (Germany), 2012, vol. 44, # 22, p. 3496 - 3504
[3] Patent: WO2005/30213, 2005, A1. Location in patent: Page/Page column 177
[4] Journal of the Society of Chemical Industry, London, 1950, vol. 69, p. 353
[5] Patent: US6541505, 2003, B1 |
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