| Identification | More | [Name]
4-Amino-6-chloro-5-methoxypyrimidine | [CAS]
5018-41-7 | [Synonyms]
4-AMINO-6-CHLORO-5-METHOXYPYRIMIDINE
6-CHLORO-5-METHOXYPYRIMIDIN-4-AMINE
4-Amino-6-Chloro-5-Methoxy Pyrimidin
6-Chloro-5-methoxy-4-pyrimidinamine | [EINECS(EC#)]
225-700-5 | [Molecular Formula]
C5H6ClN3O | [MDL Number]
MFCD07787635 | [Molecular Weight]
159.57 | [MOL File]
5018-41-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
176-178 °C | [Boiling point ]
305.4±37.0 °C(Predicted) | [density ]
1.398±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
1.51±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C5H6ClN3O/c1-10-3-4(6)8-2-9-5(3)7/h2H,1H3,(H2,7,8,9) | [InChIKey]
AAJZJNHQPBMCFV-UHFFFAOYSA-N | [SMILES]
C1=NC(Cl)=C(OC)C(N)=N1 | [CAS DataBase Reference]
5018-41-7(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-sulfo-5-methoxy-6-chloropyrimidine from 4,6-dichloro-5-methoxypyrimidine: a mixture of 4,6-dichloro-5-methoxypyrimidine (5.0 g, 28.1 mmol), 30% ammonia (45 mL), and n-butanol (15 mL) was heated and reacted in a sealed tube for 8 hr at 85 °C. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure and the concentrate was subsequently suspended in brine (150 mL). A white precipitate was collected by filtration and the filter cake was recrystallized from ethanol to afford the target compound 4-sulfo-5-methoxy-6-chloropyrimidine as an off-white solid in a yield of 4.1 g in 90% yield. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 7.97 (s, 1H), 7.29 (s, 2H), 3.71 (s, 3H). Mass spectrum (ESI, cation mode) showed m/z: 159.91 [M + H]+. | [References]
[1] European Journal of Medicinal Chemistry, 2018, vol. 143, p. 1148 - 1164
[2] Patent: CN108164548, 2018, A. Location in patent: Paragraph 0209; 0210; 0211
[3] Organic Process Research and Development, 2015, vol. 19, # 6, p. 639 - 645
[4] Patent: WO2005/47279, 2005, A1. Location in patent: Page/Page column 33 |
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