morpholine
3,4-dichloro-1,2,5-thiadiazole
3-Morpholino-4-chloro-1,2,5-thiadiazole
Conditions | Yield |
---|---|
98% | |
at 110℃; for 2.5h; Inert atmosphere; | 95% |
at 110 - 120℃; | 90% |
morpholineglyoxime
3-Morpholino-4-chloro-1,2,5-thiadiazole
Conditions | Yield |
---|---|
With pyridine; disulfur dichloride In acetonitrile at -30 - 82℃; for 24h; | 32% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
sodium methylate
Conditions | Yield |
---|---|
In methanol for 12h; Inert atmosphere; Reflux; | 95% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
3-hydroxy-4-(N-morpholino)-1,2,5-thiadiazole
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% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
1-(4-trifluorophenyl)ethanol
Conditions | Yield |
---|---|
With C52H70NO5PPdS; sodium t-butanolate In tetrahydrofuran at 20℃; for 18h; Sealed tube; Schlenk technique; | 86% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
potassium p-cresolate
Conditions | Yield |
---|---|
With copper at 180 - 190℃; for 2h; | 80% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
(R,S)-5-(hydroxymethyl)-3-tert-butyloxazolidin-2-one
(S)-5-((4-morpholino-1,2,5-thiadiazol-3-yloxy)-methyl)-3-tert-butyloxazolidin-2-one
Conditions | Yield |
---|---|
With potassium tert-butylate In tert-butyl alcohol at 25℃; for 12h; | 75% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
phenylmagnesium bromide
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% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
potassium p-methoxyphenolate
Conditions | Yield |
---|---|
With copper at 170 - 180℃; for 2h; | 63% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
potassium o-cresolate
Conditions | Yield |
---|---|
With copper at 180 - 190℃; for 2h; | 56% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
3-(2-hydroxyphenyl)prop-1-ene potassium salt
Conditions | Yield |
---|---|
With copper at 170 - 180℃; for 2h; | 56% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
potassium phenolate
Conditions | Yield |
---|---|
With copper at 180 - 190℃; for 2h; | 53% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
potassium 2,6-dimethylphenolate
Conditions | Yield |
---|---|
With copper at 180 - 190℃; for 2h; | 53% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
p-bromophenol, potassium salt
Conditions | Yield |
---|---|
With copper at 180 - 190℃; for 2h; | 53% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
potassium 3-methoxyphenolate
Conditions | Yield |
---|---|
With copper at 170 - 180℃; for 2h; | 53% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
2-imino-2-morpholinoacetonitrile
Conditions | Yield |
---|---|
With tetraethylammonium chloride In N,N-dimethyl-formamide at 24.85℃; Electrochemical reaction; | 52% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
potassium 3-bromophenoxide
Conditions | Yield |
---|---|
With copper at 180 - 190℃; for 2h; | 50% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
3-hydroxy-2,2,5,5-tetramethylpyrrolidine-1-oxyl
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% |
3-Morpholino-4-chloro-1,2,5-thiadiazole
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol
4-[4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-[1,2,5]thiadiazol-3-yl]-morpholine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide |
3-Morpholino-4-chloro-1,2,5-thiadiazole
((2Ξ,5S)-3-tert-butyl-2-phenyl-oxazolidin-5-yl)-methanol
A
3-tert-butylamino-2-(4-morpholin-4-yl-[1,2,5]thiadiazol-3-yloxy)-propan-1-ol
B
timolol
Conditions | Yield |
---|---|
With potassium tert-butylate In tert-butyl alcohol at 25℃; for 16h; |
3-Morpholino-4-chloro-1,2,5-thiadiazole
((2Ξ,5S)-3-tert-butyl-2-phenyl-oxazolidin-5-yl)-methanol
timolol
Conditions | Yield |
---|---|
With potassium tert-butylate In tert-butyl alcohol at 25℃; for 16h; |
3-Morpholino-4-chloro-1,2,5-thiadiazole
oxiranyl-methanol
4-{4-[(2R/S)-oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl}morpholine
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide |
3-Morpholino-4-chloro-1,2,5-thiadiazole
(R)-oxiranemethanol
4-{4-[(2S)-oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl}morpholine
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide |
3-Morpholino-4-chloro-1,2,5-thiadiazole
timolol
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 |
3-Morpholino-4-chloro-1,2,5-thiadiazole
timolol maleate
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 |
3-Morpholino-4-chloro-1,2,5-thiadiazole
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 |
3-Morpholino-4-chloro-1,2,5-thiadiazole
3-chloro-1-<(4-morpholino-1,2,5-thidiazol-3-yl)oxy>-2-propanone
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 |
3-Morpholino-4-chloro-1,2,5-thiadiazole
3-(4-morpholino-1,2,5-thiadiazol-3-yloxy)-propane-1,2-diol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: KOtBu / dimethylformamide 2: aq. HCl View Scheme |
3-Morpholino-4-chloro-1,2,5-thiadiazole
2-hydroxy-3-(4-morpholin-4-yl-[1,2,5]thiadiazol-3-yloxy)-propionitrile
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: KOtBu / dimethylformamide 2: aq. HCl 3: Pb(OAc)4 / benzene 4: aq. NaHSO3 View Scheme |
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
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
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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