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22536-65-8

22536-65-8 Structure

22536-65-8 Structure
IdentificationMore
[Name]

2-Chloro-5-methoxypyrimidine
[CAS]

22536-65-8
[Synonyms]

Pyrimidine, 2-chloro-5-methoxy-(8CI,9CI)
[EINECS(EC#)]

636-584-4
[Molecular Formula]

C5H5ClN2O
[MDL Number]

MFCD08702770
[Molecular Weight]

144.56
[MOL File]

22536-65-8.mol
Chemical PropertiesBack Directory
[Melting point ]

73-78℃
[Boiling point ]

268.8±13.0 °C(Predicted)
[density ]

1.292±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

soluble in Methanol
[form ]

powder to crystal
[pka]

-1.26±0.22(Predicted)
[color ]

White to Almost white
[InChI]

InChI=1S/C5H5ClN2O/c1-9-4-2-7-5(6)8-3-4/h2-3H,1H3
[InChIKey]

RSUBGBZOMBTDTI-UHFFFAOYSA-N
[SMILES]

C1(Cl)=NC=C(OC)C=N1
[CAS DataBase Reference]

22536-65-8(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
[Signal word ]

Danger
[Hazard statements ]

H302-H315-H318-H335
[Precautionary statements ]

P280-P301+P312+P330-P302+P352-P305+P351+P338+P310
[Hazard Codes ]

Xi
[Risk Statements ]

R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
[WGK Germany ]

3
[HS Code ]

29335990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

off-white powder
[Uses]

2-Chloro-5-methoxypyrimidine is used in the regioselective synthesis of aminoimidazopyrimidines with triflic anhydride and pyridine bases
[Synthesis]

2,4-Dichloro-5-methoxypyrimidine

19646-07-2

2-Chloro-5-methoxypyrimidine

22536-65-8

General procedure for the synthesis of 2-chloro-5-methoxypyrimidine from 2,4-dichloro-5-methoxypyrimidine: 1. 2,4-Dichloro-5-methoxypyrimidine (43 g, 0.24 mol), zinc powder (86 g, 1.32 mol), ethanol (200 mL), and water (200 mL) were mixed, heated to reflux, and the reaction was maintained for 4 hours. 2. After completion of the reaction, the reaction mixture was filtered while hot. 3. The filtrate was distilled under reduced pressure to remove ethanol. 4. 4. After cooling, the product was extracted with ether. 5. 5. The extract was recrystallized from light petroleum ether (boiling point: 40-60 °C) to give purified 2-chloro-5-methoxypyrimidine (20 g, 58% yield).

[References]

[1] Patent: WO2011/144577, 2011, A1. Location in patent: Page/Page column 24
[2] Patent: WO2011/144578, 2011, A1. Location in patent: Page/Page column 27
Spectrum DetailBack Directory
[Spectrum Detail]

2-Chloro-5-methoxypyrimidine(22536-65-8)1HNMR
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