| Identification | More | [Name]
2-Amino-4-chloro-6-methoxypyrimidine | [CAS]
5734-64-5 | [Synonyms]
2-AMINO-4-CHLORO-6-METHOXYPYRIMIDINE
2-AMINO-4-METHOXY-6-CHLORO PYRIMIDINE
2-AMINO-6-CHLORO-4-METHOXYPYRIMIDINE
4-Chloro-6-methoxy-2-pyrimidinamine
4-CHLORO-6-METHOXY-2-PYRIMIDINYLAMINE
4-CHLORO-6-METHOXY-PYRIMIDIN-2-AMINE
4-CHLORO-6-METHOXY-PYRIMIDIN-2-YLAMINE
ACMP
TIMTEC-BB SBB003975
4-chloro-6-methoxy-2-pyrimidinamin
4-methoxy-6-chloro-2-aminopyrimidine
2-amino-4-Chlorine-6-methoxypyrimidine
2-Amino-4-chloro-6-methoxylpyrimidine
2-amino-4-chloro-6-methoxypyri
2-Amino-4-methoxy-6-chloropyri
2-AMINO-4-CHLORO-6-METHOXYPYRIMIDINE(2-AMINO-4-METHOXY-6-CHLOROPYRIMIDINE)
2-amino-4-chloro-6-methoxypyrimidne
2-AMINO-4-CHLORO-6-METHOXYPYRIMIDINE 97%
2-Amino-4-chloro-6-methoxypyrimidine ,98%
6-Chloro-4-methoxypyrimidine-2-amine | [EINECS(EC#)]
410-050-9 | [Molecular Formula]
C5H6ClN3O | [MDL Number]
MFCD00233535 | [Molecular Weight]
159.57 | [MOL File]
5734-64-5.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow crystalline powder | [Melting point ]
168-171 °C (lit.) | [Boiling point ]
349.4±45.0 °C(Predicted) | [density ]
1.6625 (rough estimate) | [refractive index ]
1.4510 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Crystalline Powder | [pka]
1.96±0.10(Predicted) | [color ]
Light yellow | [Detection Methods]
HPLC,NMR | [CAS DataBase Reference]
5734-64-5(CAS DataBase Reference) | [EPA Substance Registry System]
5734-64-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S22:Do not breathe dust .
S2:Keep out of the reach of children . | [WGK Germany ]
1
| [RTECS ]
UV6260335
| [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29335990 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow crystalline powder | [Uses]
2-Amino-4-chloro-6-methoxy-pyrimidine is one of the two major metabolites formed in the degradation of chlorimuron-ethyl; a pre- and post-emergence herbicide for the control of important broad-leaved weeds in soybean and maize. | [Synthesis]
GENERAL PROCEDURE: Intermediate Id-f was prepared similarly to Intermediate Ia-c. Anhydrous tetrahydrofuran (12 mL) solution of sodium hydride (5.8 mmol) was cooled to 0 °C under nitrogen protection, followed by slow dropwise addition of substitutional alcohol (6.1 mmol). The reaction mixture was kept stirred at 0 °C for 15 min. Then, 2-amino-4,6-dichloropyrimidine (5.8 mmol) was added to the reaction system. The reaction temperature was raised to 62°C and the reaction was continued for 15 hours. After completion of the reaction, the mixture was cooled to room temperature and the reaction was quenched with 1 M hydrochloric acid solution (1 mL). The reaction mixture was diluted with ethyl acetate (20 mL), washed twice sequentially with saturated sodium bicarbonate solution (20 mL) and brine (20 mL), and the organic phase was dried with anhydrous sodium sulfate and concentrated under reduced pressure. Finally, the residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether as eluent) to afford the target compound Id-f. 4-Chloro-6-methoxypyrimidin-2-amine (Id) was a white solid with a melting point of 165-167 °C in 84% yield.1H-NMR (CDCl3) δ 6.04 (s, 1H, ArH), 5.35-5.14 (m, 2H , NH2), 3.81 (s, 3H, OCH3). | [References]
[1] Patent: WO2004/37795, 2004, A1. Location in patent: Page/Page column 8
[2] ACS Medicinal Chemistry Letters, 2011, vol. 2, # 10, p. 774 - 779
[3] Molecules, 2018, vol. 23, # 9,
[4] Nippon Kagaku Zasshi, 1953, vol. 74, p. 624
[5] Chem.Abstr., 1954, p. 13693 |
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