| Identification | Back Directory | [Name]
4-AMINO-6-CHLOROPYRIMIDIN-5-YLAMINE | [CAS]
4316-98-7 | [Synonyms]
100063
NSC 36907
4-CHLORO-5,6-DIAMINOPYRIMIDINE
5 6-DIAMINO-4-CHLOROPYRIMIDINE
6-Chloropyrimidine-4,5-diamine
4,5-DiaMino-6-chloropyriMidine
4-ChloropyriMidine-5,6-diaMine
6-Chloro-4,5-pyrimidinediamine
6-Chloro-4,5-diaminopyrimidine
4,5-Pyrimidinediamine, 6-chloro-
4-AMINO-6-CHLOROPYRIMIDIN-5-YLAMINE
4,5-Pyrimidinediamine, 6-chloro- (9CI)
4-Amino-6-chloropyrimidin-5-ylamine ,97%
N-(1-phenylpropan-2-yl)-4,5-dihydrooxazol-2-amine | [EINECS(EC#)]
224-341-1 | [Molecular Formula]
C4H5ClN4 | [MDL Number]
MFCD00023270 | [MOL File]
4316-98-7.mol | [Molecular Weight]
144.56 |
| Chemical Properties | Back Directory | [Melting point ]
252 °C (decomp) | [Boiling point ]
336.7±37.0 °C(Predicted) | [density ]
1.565 | [Fp ]
157℃ | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [solubility ]
DMSO (Sparingly), Methanol (Slightly) | [form ]
powder to crystal | [pka]
2.39±0.10(Predicted) | [color ]
White to Amber to Dark green | [λmax]
305nm(lit.) | [Stability:]
Hygroscopic | [InChI]
InChI=1S/C4H5ClN4/c5-3-2(6)4(7)9-1-8-3/h1H,6H2,(H2,7,8,9) | [InChIKey]
VNSFICAUILKARD-UHFFFAOYSA-N | [SMILES]
C1=NC(Cl)=C(N)C(N)=N1 | [CAS DataBase Reference]
4316-98-7 | [EPA Substance Registry System]
4,5-Pyrimidinediamine, 6-chloro- (4316-98-7) |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow solid | [Uses]
4-Amino-6-chloropyrimidin-5-ylamine is a chlorinated diaminopyrimidine used in the preparation of various bioactive choloropurine derivatives.
| [Synthesis]
Step 1: 4,6-Dichloropyrimidin-5-amine (1.64 g, 10 mmol) was suspended in 5 mL of concentrated hydrochloric acid. The suspension was transferred to a sealed tube, ammonia solution was added and the reaction was stirred at 100 °C overnight. Upon completion of the reaction, the solid product was collected by filtration and dried under vacuum to afford the target compound 6-chloropyrimidine-4,5-diamine as a yellow solid (1.2 g, 83% yield).LC-MS analysis showed m/z 145 ([M+H]+). | [References]
[1] Patent: WO2006/46023, 2006, A1. Location in patent: Page/Page column 115-116
[2] Patent: WO2008/75110, 2008, A1. Location in patent: Page/Page column 116
[3] Patent: WO2007/125315, 2007, A2. Location in patent: Page/Page column 115
[4] Patent: WO2007/125325, 2007, A1. Location in patent: Page/Page column 92-93
[5] Organic Process Research and Development, 2011, vol. 15, # 4, p. 841 - 854 |
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