ChemicalBook--->CAS DataBase List--->53557-69-0

53557-69-0

53557-69-0 Structure

53557-69-0 Structure
IdentificationBack Directory
[Name]

4-AMINO-6-IODOPYRIMIDINE
[CAS]

53557-69-0
[Synonyms]

6-iodopyriMidin-4-aMine
6-iodo-4-Pyrimidinamine
4-AMINO-6-IODOPYRIMIDINE
6-iodopyrimidin-4-ylamine
4-Pyrimidinamine, 6-iodo-
[Molecular Formula]

C4H4IN3
[MDL Number]

MFCD11109819
[MOL File]

53557-69-0.mol
[Molecular Weight]

221
Chemical PropertiesBack Directory
[Melting point ]

207-210 °C
[Boiling point ]

345.0±27.0 °C(Predicted)
[density ]

2.204±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

2.59±0.10(Predicted)
[Appearance]

Light yellow to light brown Solid
[InChI]

InChI=1S/C4H4IN3/c5-3-1-4(6)8-2-7-3/h1-2H,(H2,6,7,8)
[InChIKey]

LQSJUQMCZHVKES-UHFFFAOYSA-N
[SMILES]

C1=NC(I)=CC(N)=N1
Spectrum DetailBack Directory
[Spectrum Detail]

4-AMINO-6-IODOPYRIMIDINE(53557-69-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-Amino-6-chloropyrimidine

5305-59-9

4-AMINO-6-IODOPYRIMIDINE

53557-69-0

General procedure for the synthesis of 4-amino-6-iodopyrimidine from 4-amino-6-chloropyrimidine: a mixture of 4-amino-6-chloropyrimidine (1.00 g, 7.72 mmol), sodium iodide (5.79 g, 38.6 mmol) and 40% hydriodic acid (20 ml) was heated for 30 min at 70 °C. After completion of the reaction, the mixture was cooled to room temperature and filtered to remove the precipitate. The filtrate was partitioned between dichloromethane and saturated sodium bicarbonate solution to separate the organic layer. The organic layer was dried with anhydrous sodium sulfate, filtered and the solvent evaporated to give 4-amino-6-iodopyrimidine (1.2 g, 70% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 6.89 (1H, s), 7.04 (2H, br s), 8.04 (1H, s).

[References]

[1] Patent: WO2005/47279, 2005, A1. Location in patent: Page/Page column 50
[2] Patent: WO2005/60970, 2005, A1. Location in patent: Page/Page column 124
[3] European Journal of Medicinal Chemistry, 2014, vol. 80, p. 364 - 382
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