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10244-24-3

10244-24-3 Structure

10244-24-3 Structure
IdentificationBack Directory
[Name]

4,4'-(6-chloropyriMidine-2,4-diyl)diMorpholine
[CAS]

10244-24-3
[Synonyms]

100056
EOS-61273
6-Chloro-2,4-di(4-morpholinyl)
4-chloro-2,6-diMorpholinopyriMidine
2,4-Dimorpholino-6-chloropyrimidine
6-Chloro-2,4-di(4-morpholinyl)pyrimidine
6-Chloro-2,4-bis(4-Morpholinyl)pyriMidine
2,4-Bis(morpholin-4-yl)-6-chloropyrimidine
-(6-Chloropyrimidine-2,4-diyl)dimorpholine
4,4'-(6-chloropyriMidine-2,4-diyl)diMorpholine
4,4'-(6-chloropyrimidine-2,4-diyl)dimorpholine
Morpholine, 4,4'-(6-chloro-2,4-pyriMidinediyl)bis-
4-[4-Chloro-6-(morpholin-4-yl)pyrimidin-2-yl]morpholine
4-[6-Chloro-2-(morpholin-4-yl)pyrimidin-4-yl]morpholine
[Molecular Formula]

C12H17ClN4O2
[MDL Number]

MFCD01873150
[MOL File]

10244-24-3.mol
[Molecular Weight]

284.742
Chemical PropertiesBack Directory
[Melting point ]

139-142℃
[Boiling point ]

508.7±60.0 °C(Predicted)
[density ]

1.327±0.06 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[form ]

solid
[pka]

6.10±0.50(Predicted)
[Appearance]

White to light yellow Solid
[InChI]

1S/C12H17ClN4O2/c13-10-9-11(16-1-5-18-6-2-16)15-12(14-10)17-3-7-19-8-4-17/h9H,1-8H2
[InChIKey]

KIWUTYCMQNZUPX-UHFFFAOYSA-N
[SMILES]

ClC1=CC(N2CCOCC2)=NC(N3CCOCC3)=N1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H332-H312-H319-H335
[Precautionary statements ]

P280-P302+P352-P312-P322-P363-P501-P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P261-P271-P304+P340-P312
[Hazard Codes ]

T
[Risk Statements ]

25
[Safety Statements ]

45
[WGK Germany ]

WGK 3
[HS Code ]

2933998090
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Hazard InformationBack Directory
[Synthesis]

Morpholine

110-91-8

2,4,6-Trichloropyrimidine

3764-01-0

4,4'-(6-chloropyriMidine-2,4-diyl)diMorpholine

10244-24-3

The general procedure for the synthesis of 2,4-bis(4-morpholinyl)-6-chloropyrimidine from morpholine (12.6 mL, 144 mmol) and 2,4,6-trichloropyrimidine (4.4 g, 24 mmol) was as follows: first, the morpholine was dissolved in a mixture of toluene (22 mL) and water (8.8 mL) as solvent. Subsequently, 2,4,6-trichloropyrimidine was dissolved in toluene (22 mL) and slowly added dropwise to the morpholine solution. The reaction mixture was stirred and heated to 83°C at room temperature and maintained for 3 hours. After completion of the reaction, it was cooled to room temperature and phase separation was carried out. The organic phase was washed with 10 mol/L hydrochloric acid and then dried with anhydrous sodium sulfate. The crude product was purified by silica gel column chromatography, and the eluent was a mixed solvent of petroleum ether and ethyl acetate (1:1, v/v), which ultimately afforded 2,4-bis(4-morpholinyl)-6-chloropyrimidine (6.68 g, 98% yield).

[References]

[1] Patent: CN105461714, 2016, A. Location in patent: Paragraph 0244; 0245; 0246
[2] Patent: CN105541792, 2016, A. Location in patent: Paragraph 0226; 0227; 0228
[3] Patent: US2016/264546, 2016, A1. Location in patent: Paragraph 0033
[4] Patent: WO2012/44727, 2012, A2. Location in patent: Page/Page column 62-63
[5] Australian Journal of Chemistry, 2002, vol. 55, # 3, p. 205 - 212
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