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4-Amino-6-chloropyrimidin-5-ylamine

4-Amino-6-chloropyrimidin-5-ylamine Suppliers list
Company Name: Shanghai Xiannuo Biotechnology Co., Ltd.  Gold
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Company Name: Yancheng KangdiSen Pharmaceutical Co., Ltd.  Gold
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4-Amino-6-chloropyrimidin-5-ylamine manufacturers

4-Amino-6-chloropyrimidin-5-ylamine Basic information
Product Name:4-Amino-6-chloropyrimidin-5-ylamine
Synonyms:4-CHLORO-5,6-DIAMINOPYRIMIDINE;5 6-DIAMINO-4-CHLOROPYRIMIDINE;4-Amino-6-chloropyrimidin-5-ylamine ,97%;6-Chloro-4,5-pyrimidinediamine;6-Chloro-4,5-diaminopyrimidine;4,5-Pyrimidinediamine, 6-chloro- (9CI);N-(1-phenylpropan-2-yl)-4,5-dihydrooxazol-2-amine;100063
CAS:4316-98-7
MF:C4H5ClN4
MW:144.56
EINECS:224-341-1
Product Categories:Heterocycle-Pyrimidine series;Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;PYRIMIDINE
Mol File:4316-98-7.mol
4-Amino-6-chloropyrimidin-5-ylamine Structure
4-Amino-6-chloropyrimidin-5-ylamine Chemical Properties
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
pka2.39±0.10(Predicted)
color White to Amber to Dark green
λmax305nm(lit.)
Stability:Hygroscopic
InChIInChI=1S/C4H5ClN4/c5-3-2(6)4(7)9-1-8-3/h1H,6H2,(H2,7,8,9)
InChIKeyVNSFICAUILKARD-UHFFFAOYSA-N
SMILESC1=NC(Cl)=C(N)C(N)=N1
CAS DataBase Reference4316-98-7
EPA Substance Registry System4,5-Pyrimidinediamine, 6-chloro- (4316-98-7)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36
TSCA TSCA listed
HS Code 29335990
MSDS Information
4-Amino-6-chloropyrimidin-5-ylamine Usage And Synthesis
Chemical PropertiesLight yellow solid
Uses4-Amino-6-chloropyrimidin-5-ylamine is a chlorinated diaminopyrimidine used in the preparation of various bioactive choloropurine derivatives.
Synthesis
5-Amino-4,6-dichloropyrimidine

5413-85-4

4-AMINO-6-CHLOROPYRIMIDIN-5-YLAMINE

4316-98-7

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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