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

Name
3-Chloro-4-morpholino-1,2,5-thiadiazole
EINECS 250-077-1
CAS No. 30165-96-9
Article Data9
CAS DataBase
Density 1.462 g/cm³
Solubility
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
Appearance
Safety 22-24/25
Risk Codes Xi:;
Molecular Structure
Hazard Symbols Xi
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;
PSA 66.49000
LogP 1.09310

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

Conditions	Yield
	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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide	93%
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 79015-70-6
3-(2-hydroxyphenyl)prop-1-ene potassium salt

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

Conditions

Conditions	Yield
With copper at 170 - 180℃; for 2h;	56%

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 100-67-4
potassium phenolate

: 4-morpholino-3-phenoxy-1,2,5-thiadiazole

Conditions

Conditions	Yield
With copper at 180 - 190℃; for 2h;	53%

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 58425-33-5
potassium 2,6-dimethylphenolate

: 4-[4-(2,6-dimethyl-phenoxy)-[1,2,5]thiadiazol-3-yl]-morpholine

Conditions

Conditions	Yield
With copper at 180 - 190℃; for 2h;	53%

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 3046-26-2
p-bromophenol, potassium salt

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

Conditions

Conditions	Yield
With copper at 180 - 190℃; for 2h;	53%

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 52688-74-1
potassium 3-methoxyphenolate

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

Conditions

Conditions	Yield
With copper at 170 - 180℃; for 2h;	53%

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 98197-10-5
2-imino-2-morpholinoacetonitrile

Conditions

Conditions	Yield
With tetraethylammonium chloride In N,N-dimethyl-formamide at 24.85℃; Electrochemical reaction;	52%

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 2550-74-5
potassium 3-bromophenoxide

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

Conditions

Conditions	Yield
With copper at 180 - 190℃; for 2h;	50%

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 2154-37-2
3-hydroxy-2,2,5,5-tetramethylpyrrolidine-1-oxyl

: 4-(4-(2,2,5,5-tetramethylpyrrolidin-1-oxyl-3-yloxy)-1,2,5-thiadiazol-3-yl)morpholine

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-2,2,5,5-tetramethylpyrrolidine-1-oxyl With potassium tert-butylate In tert-butyl alcohol for 0.5h; Stage #2: 3-Morpholino-4-chloro-1,2,5-thiadiazole In tert-butyl alcohol at 40℃; for 48h;	20%
Stage #1: 3-hydroxy-2,2,5,5-tetramethylpyrrolidine-1-oxyl With potassium tert-butylate In tert-butyl alcohol for 0.5h; Stage #2: 3-Morpholino-4-chloro-1,2,5-thiadiazole In tert-butyl alcohol at 40℃; for 48h;	20%

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 100-79-8
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

: 66492-30-6
4-[4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-[1,2,5]thiadiazol-3-yl]-morpholine

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 194861-99-9
((2Ξ,5S)-3-tert-butyl-2-phenyl-oxazolidin-5-yl)-methanol

A: 59697-06-2
3-tert-butylamino-2-(4-morpholin-4-yl-[1,2,5]thiadiazol-3-yloxy)-propan-1-ol

B: 26839-75-8
timolol

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol at 25℃; for 16h;

...Expand

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 194861-99-9
((2Ξ,5S)-3-tert-butyl-2-phenyl-oxazolidin-5-yl)-methanol

: 26839-75-8
timolol

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol at 25℃; for 16h;

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 556-52-5
oxiranyl-methanol

: 58827-68-2
4-{4-[(2R/S)-oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl}morpholine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 57044-25-4
(R)-oxiranemethanol

: 69500-53-4
4-{4-[(2S)-oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl}morpholine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 26839-75-8
timolol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / 12 h / 25 °C 2: 90 percent / aq. NaOH / methanol / 8 h View Scheme
Multi-step reaction with 2 steps 1: aq. NaOH / dimethylsulfoxide / 3 h / Heating 2: dimethylsulfoxide / 96 h / Ambient temperature View Scheme

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 26921-17-5
timolol maleate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 75 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / 12 h / 25 °C 2: 90 percent / aq. NaOH / methanol / 8 h 3: tetrahydrofuran / 1 h / 25 °C View Scheme
Multi-step reaction with 3 steps 1: 75 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / 12 h / 25 °C 2: 90 percent / aq. NaOH / methanol / 8 h 3: tetrahydrofuran / 1 h / 25 °C View Scheme

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: timolol maleate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 75 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / 12 h / 25 °C 2: 90 percent / aq. NaOH / methanol / 8 h 3: tetrahydrofuran / 1 h / 25 °C View Scheme

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 110638-01-2
3-chloro-1-<(4-morpholino-1,2,5-thidiazol-3-yl)oxy>-2-propanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 93 percent / aq. NaOH / dimethylsulfoxide 2: 80 percent / NaHCO3 / dimethylformamide / 23 h / 0 - 20 °C View Scheme

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 66492-31-7
3-(4-morpholino-1,2,5-thiadiazol-3-yloxy)-propane-1,2-diol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: KOtBu / dimethylformamide 2: aq. HCl View Scheme

: 30165-96-9
3-Morpholino-4-chloro-1,2,5-thiadiazole

: 66950-05-8
2-hydroxy-3-(4-morpholin-4-yl-[1,2,5]thiadiazol-3-yloxy)-propionitrile

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: KOtBu / dimethylformamide 2: aq. HCl 3: Pb(OAc)4 / benzene 4: aq. NaHSO3 View Scheme

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: Xi
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 .

Product Name

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

Synthetic route

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

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

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

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