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3-Chloro-4-morpholino-1,2,5-thiadiazole

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Name

3-Chloro-4-morpholino-1,2,5-thiadiazole

EINECS 250-077-1
CAS No. 30165-96-9 Density 1.462 g/cm3
PSA 66.49000 LogP 1.09310
Solubility N/A Melting Point 44-47 °C(lit.)
Formula C6H8ClN3OS Boiling Point 307.8 °C at 760 mmHg
Molecular Weight 205.668 Flash Point 139.9 °C
Transport Information N/A Appearance N/A
Safety 22-24/25 Risk Codes  Xi:;
Molecular Structure Molecular Structure of 30165-96-9 (3-Chloro-4-morpholino-1,2,5-thiadiazole) Hazard Symbols IrritantXi
Synonyms

1,2,5-Thiadiazole,morpholine deriv.;3-Morpholino-4-chloro-1,2,5-thiadiazole;4-(4-Chloro-1,2,5-thiadiazol-3-yl)morpholine;

Article Data 9

3-Chloro-4-morpholino-1,2,5-thiadiazole Synthetic route

110-91-8

morpholine

5728-20-1

3,4-dichloro-1,2,5-thiadiazole

30165-96-9

3-Morpholino-4-chloro-1,2,5-thiadiazole

Conditions
ConditionsYield
98%
at 110℃; for 2.5h; Inert atmosphere;95%
at 110 - 120℃;90%
171852-92-9

morpholineglyoxime

30165-96-9

3-Morpholino-4-chloro-1,2,5-thiadiazole

Conditions
ConditionsYield
With pyridine; disulfur dichloride In acetonitrile at -30 - 82℃; for 24h;32%
30165-96-9

3-Morpholino-4-chloro-1,2,5-thiadiazole

124-41-4

sodium methylate

3-methoxy-4-morpholinyl-1,2,5-thiadiazole

Conditions
ConditionsYield
In methanol for 12h; Inert atmosphere; Reflux;95%
30165-96-9

3-Morpholino-4-chloro-1,2,5-thiadiazole

30165-97-0

3-hydroxy-4-(N-morpholino)-1,2,5-thiadiazole

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide93%
Stage #1: 3-Morpholino-4-chloro-1,2,5-thiadiazole With potassium hydroxide In water; dimethyl sulfoxide Reflux; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 0℃; Inert atmosphere;
93%
With potassium hydroxide In water; dimethyl sulfoxide Reflux;89%
30165-96-9

3-Morpholino-4-chloro-1,2,5-thiadiazole

1737-26-4

1-(4-trifluorophenyl)ethanol

4-(4-(1-(4-(trifluoromethyl)phenyl)ethoxy)-1,2,5-thiadiazol-3-yl)morpholine

Conditions
ConditionsYield
With C52H70NO5PPdS; sodium t-butanolate In tetrahydrofuran at 20℃; for 18h; Sealed tube; Schlenk technique;86%
30165-96-9

3-Morpholino-4-chloro-1,2,5-thiadiazole

1192-96-7

potassium p-cresolate

3-(4-methylphenoxy)-4-morpholino-1,2,5-thiadiazole

Conditions
ConditionsYield
With copper at 180 - 190℃; for 2h;80%
30165-96-9

3-Morpholino-4-chloro-1,2,5-thiadiazole

85665-60-7

(R,S)-5-(hydroxymethyl)-3-tert-butyloxazolidin-2-one

56526-15-9

(S)-5-((4-morpholino-1,2,5-thiadiazol-3-yloxy)-methyl)-3-tert-butyloxazolidin-2-one

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol at 25℃; for 12h;75%
30165-96-9

3-Morpholino-4-chloro-1,2,5-thiadiazole

100-58-3

phenylmagnesium bromide

4-(4-phenyl-1,2,5-thiadiazol-3-yl)morpholine

Conditions
ConditionsYield
Stage #1: 3-Morpholino-4-chloro-1,2,5-thiadiazole With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran; toluene Kumada Cross-Coupling; Inert atmosphere; Sealed tube;
Stage #2: phenylmagnesium bromide In tetrahydrofuran; toluene at 50℃; for 1h; Kumada Cross-Coupling; Inert atmosphere; Sealed tube; chemoselective reaction;
67%
30165-96-9

3-Morpholino-4-chloro-1,2,5-thiadiazole

1122-93-6

potassium p-methoxyphenolate

4-[4-(4-methoxy-phenoxy)-[1,2,5]thiadiazol-3-yl]-morpholine

Conditions
ConditionsYield
With copper at 170 - 180℃; for 2h;63%
30165-96-9

3-Morpholino-4-chloro-1,2,5-thiadiazole

3235-09-4

potassium o-cresolate

4-(4-o-tolyloxy-[1,2,5]thiadiazol-3-yl)-morpholine

Conditions
ConditionsYield
With copper at 180 - 190℃; for 2h;56%

3-Chloro-4-morpholino-1,2,5-thiadiazole Chemical Properties

Molecular Structure of Morpholine,4-(4-chloro-1,2,5-thiadiazol-3-yl)- (CAS NO.30165-96-9):

IUPAC Name: 4-(4-Chloro-1,2,5-thiadiazol-3-yl)morpholine
Molecular Formula: C6H8ClN3OS
Molecular Weight: 205.67 
EINECS: 250-077-1
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 66.49 Å2
Index of Refraction: 1.591
Molar Refractivity: 47.52 cm3
Molar Volume: 140.6 cm3
Surface Tension: 61.7 dyne/cm
Density: 1.462 g/cm3
Flash Point: 139.9 °C
Enthalpy of Vaporization: 54.84 kJ/mol
Boiling Point: 307.8 °C at 760 mmHg
Melting point: 44-47 °C(lit.)
Vapour Pressure: 0.000711 mmHg at 25 °C 
SMILES: Clc2nsnc2N1CCOCC1
InChI: InChI=1/C6H8ClN3OS/c7-5-6(9-12-8-5)10-1-3-11-4-2-10/h1-4H2
InChIKey: LAUCCQWGVCJGFT-UHFFFAOYAO
Product Categories: Aromatic Morpholines; Halides; Oxadiazoles & Thiadiazoles; API intermediates; Oxadiazoles & Thiadiazoles; Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Thiadiazoles; ThiadiazolesHeterocyclic Building Blocks 

3-Chloro-4-morpholino-1,2,5-thiadiazole Safety Profile

Safety information of Morpholine,4-(4-chloro-1,2,5-thiadiazol-3-yl)- (CAS NO.30165-96-9):
Hazard Codes: IrritantXi
Safety Statements: 22-24/25 
S21: When using do not smoke. 
S24: Avoid contact with skin.
WGK Germany: 3
HazardClass: IRRITANT

3-Chloro-4-morpholino-1,2,5-thiadiazole Specification

 Synonyms of Morpholine,4-(4-chloro-1,2,5-thiadiazol-3-yl)- (CAS NO.30165-96-9) are 3-Chloro-4-N-morpholine-1,2,5-thiadiazole ; 3-Morpholino-4-chloro-1,2,5-thiadiazole ; 4-(4-Chloro-1,2,5-thiadiazol-3-yl)morpholine .

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