| Identification | More | [Name]
2-Amino-4-chloro-6-methylpyrimidine | [CAS]
5600-21-5 | [Synonyms]
2-AMINO-4-CHLORO-6-METHYLPYRIMIDINE
4-CHLORO-6-METHYL-2-PYRIMIDINYLAMINE
4-CHLORO-6-METHYLPYRIMIDIN-2-AMINE
4-CHLORO-6-METHYL-PYRIMIDIN-2-YLAMINE
ACLP
AKOS MSC-0728
ASISCHEM C58325
TIMTEC-BB SBB004134
2-amino-4-chloro-6-methyl-pyrimidin
2-Pyrimidinamine, 4-chloro-6-methyl-
4-chloro-6-methyl-2-pyrimidinamin
4-Chloro-6-methyl-2-pyrimidinamine
AM
AM (inhibitor)
AM (Nitrification inhibitor)
AM (pesticide)
am(nitrificationinhibitor)
prepn. AM
Pyrimidine, 2-amino-4-chloro-6-methyl-
2-amino-4-chloro-methoxypyrimidine | [EINECS(EC#)]
227-018-3 | [Molecular Formula]
C5H6ClN3 | [MDL Number]
MFCD00006091 | [Molecular Weight]
143.57 | [MOL File]
5600-21-5.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE TO LIGHT YELLOW NEEDLE-LIKE CRYST. POWDER | [Melting point ]
183-186 °C (lit.) | [Boiling point ]
234.32°C (rough estimate) | [density ]
1.2986 (rough estimate) | [refractive index ]
1.6000 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
acetic acid: soluble50mg/mL, clear, colorless to faintly yellow | [form ]
Solid | [pka]
4.26±0.10(Predicted) | [color ]
White to Off-White | [biological source]
rabbit | [Water Solubility ]
Insoluble in water. | [Detection Methods]
HPLC | [BRN ]
114297 | [InChI]
InChI=1S/C5H6ClN3/c1-3-2-4(6)9-5(7)8-3/h2H,1H3,(H2,7,8,9) | [InChIKey]
NPTGVVKPLWFPPX-UHFFFAOYSA-N | [SMILES]
C1(N)=NC(C)=CC(Cl)=N1 | [CAS DataBase Reference]
5600-21-5(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Amino-4-chloro-6-methylpyrimidine(5600-21-5) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
UV6329600
| [HazardClass ]
IRRITANT, AVOID SKIN CONTACT | [HS Code ]
29335995 |
| Hazard Information | Back Directory | [Chemical Properties]
WHITE TO LIGHT YELLOW NEEDLE-LIKE CRYST. POWDER | [Uses]
2-Amino-4-chloro-6-methylpyrimidine was used to study the influence of chlorine substitution in pyrimidine ring on proton donor ability of amino group in 2-aminopyrimidine. | [Definition]
ChEBI: An aminopyrimidine compound having its amino group at position 2 and chloro and methyl substituents at positions 4 and 6 respectively. | [General Description]
2-Amino-4-chloro-6-methylpyrimidine is a nitification inhibitor. | [Synthesis]
General procedure for the synthesis of 2-amino-4-chloro-6-methylpyrimidine from 2-amino-4-hydroxy-6-methylpyrimidine: 6 g of 2-amino-4-hydroxy-6-methylpyrimidine (IV) was mixed with 35 mL of freshly distilled phosphorous trichloride and the reaction was carried out by refluxing the mixture until it was homogeneous. Upon completion of the reaction, the excess phosphorous trichloride was removed under vacuum. The reaction mixture was cooled and the residue was mixed with ice water and the pH was adjusted with 25% ammonia to 8. The resulting suspension was filtered and the precipitate was washed with water. The crude product was recrystallized from 50% ethanol and dried to constant weight at constant temperature. A final 3.7 g of the target product (54% yield) was obtained with a melting point of 188°C (literature value 182-183°C [7]) and a thin-layer chromatographic Rf value of 0.79 (Expander D). Elemental analysis results: 41.74% C, 4.05% H, 29.35% N. Theoretically calculated values for the molecular formula C5H6ClN3: C 41.83%, H 4.21%, N 29.27%. | [Purification Methods]
Recrystallise it from EtOH. [Beilstein 24 H 84.] | [References]
[1] Russian Journal of General Chemistry, 2015, vol. 85, # 1, p. 79 - 87
[2] Zhurnal Obshchei Khimii, 2015, vol. 85, # 1, p. 79 - 87,9 |
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