4-Nitro-2,3-lutidine-N-oxide supplier

Name
4-Nitro-2,3-lutidine-N-oxide
EINECS -0
CAS No. 37699-43-7
Article Data18
CAS DataBase
Density 1.3 g/cm³
Solubility
Melting Point 94-98 °C(lit.)
Formula C₇H₈N₂O₃
Boiling Point 403.3 °C at 760 mmHg
Molecular Weight 168.152
Flash Point 197.7 °C
Transport Information UN 2811
Appearance
Safety 26-36
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 2,3-Lutidine,4-nitro-, 1-oxide (7CI);2,3-Dimethyl-4-nitropyridine 1-oxide;2,3-Dimethyl-4-nitropyridine N-oxide;4-Nitro-2,3-dimethylpyridine N-oxide;
PSA 71.28000
LogP 2.16330

Synthetic route

: 22710-07-2
2,3-dimethylpyridine 1-oxide

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

Conditions

Conditions	Yield
With potassium nitrite; sulfuric acid at -10 - 85℃; for 2h; Temperature; Green chemistry;	92.9%
With sulfuric acid; nitric acid at 100℃; for 5h;	78%
With sulfuric acid; nitric acid at 95℃; for 20h;	53%

: 5470-66-6
2-methyl-4-nitropyridine N-oxide

methylmagnesium halide: methylmagnesium halide

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

Conditions

Conditions	Yield
Stage #1: 2-methyl-4-nitropyridine N-oxide; methylmagnesium halide In tetrahydrofuran at -60℃; Inert atmosphere; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran at -60 - 20℃; Inert atmosphere; regioselective reaction;	47%

: 22710-07-2
2,3-dimethylpyridine 1-oxide

A: 35392-67-7
3-methoxy-2-methyl-6-nitropyridine 1-oxide

B: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

Conditions

Conditions	Yield
With nitric acid In acetic acid at 80℃; for 33h;

: 22710-07-2
2,3-dimethylpyridine 1-oxide

: 75-09-2
dichloromethane

A 2,3-diemthyl-4-nitropyridine N-oxide: 2,3-diemthyl-4-nitropyridine N-oxide

B: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

Conditions

Conditions	Yield
With sodium hydroxide; sulfuric acid; nitric acid In water

...Expand

: 22710-07-2
2,3-dimethylpyridine 1-oxide

concentrated H2 SO4: concentrated H2 SO4

: 497-19-8
sodium carbonate

A: 2403-02-3
4-carboxy-2-nitropyridine N-oxide

B: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

Conditions

Conditions	Yield
With nitric acid

...Expand

: 583-61-9
2,3-Lutidine

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dihydrogen peroxide; acetic acid / 24 h / Reflux 2: nitric acid; sulfuric acid / 24 h / 90 °C View Scheme
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / chloroform / 18 h / 20 °C 2: nitric acid; sulfuric acid / 95 °C View Scheme
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C 2: sulfuric acid; nitric acid / water / 5 h / 95 °C View Scheme

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 59886-90-7
4-chloro-2,3-dimethylpyridine-N-oxide

Conditions

Conditions	Yield
With acetyl chloride In ethanol at 65℃; for 5h;	100%
With hydrogenchloride; sodium chloride; benzyltri(n-butyl)ammonium chloride In water; acetonitrile for 12h; Heating / reflux;	98.5%
Stage #1: 2,3-dimethyl-4-nitropyridine N-oxide With hydrogenchloride; benzyltri(n-butyl)ammonium chloride; sodium chloride In water; acetonitrile for 12h; Heating / reflux; Stage #2: In water; acetonitrile pH=9;	98.5%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 2516-33-8
Cyclopropylmethanol

: 206990-47-8
4-Cyclopropylmethoxy-2,3-dimethyl-pyridine 1-oxide

Conditions

Conditions	Yield
With benzyltri(n-butyl)ammonium chloride; potassium hydrogencarbonate In acetonitrile for 24h; Heating;	100%

: 67-56-1
methanol

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 102625-96-7
4-methoxy-2,3-dimethylpyridine 1-oxide

Conditions

Conditions	Yield
With potassium carbonate for 2h; Heating;	99%
With potassium carbonate at 0 - 65℃; for 4h;	83%
With potassium carbonate for 20h; Heating;	82%
With potassium carbonate In acetonitrile at 0℃; Reflux;	47%
With sodium methylate at 40℃; for 16h;

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 75-36-5
acetyl chloride

: 59886-90-7
4-chloro-2,3-dimethylpyridine-N-oxide

Conditions

Conditions	Yield
Stage #1: 2,3-dimethyl-4-nitropyridine N-oxide; acetyl chloride In ethanol at 65℃; Large scale reaction; Stage #2: With sodium hydroxide In ethanol; water; toluene pH=7.5 - 8.5; Large scale reaction;	96%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 68707-69-7
2,3-dimethyl-4-nitropyridine

Conditions

Conditions	Yield
Stage #1: 2,3-dimethyl-4-nitropyridine N-oxide With phosphorus trichloride In dichloromethane at -20 - 15℃; for 1h; Stage #2: With sodium hydroxide; water In dichloromethane at -78℃;	95%
With phosphorus trichloride In dichloromethane -20 degC, 15 min, r.t., 15 min;	92%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 75-89-8
2,2,2-trifluoroethanol

: 103577-61-3
2,3-dimethyl-4-(2,2,2-trifluoroethoxy)-pyridine N-oxide

Conditions

Conditions	Yield
With potassium tert-butylate at 50 - 60℃; for 42h;	94%
With potassium tert-butylate; palladium dichloride In dichloromethane at 83 - 88℃; for 6 - 8h;	95 - 97 %Chromat.
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In water; butanone at 20℃; Concentration; Temperature; Time; Pressure;

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 122475-57-4
4-amino-2,3-dimethylpyridine

Conditions

Conditions	Yield
With hydrogen; acetic acid; palladium on activated charcoal at 60℃; under 2585.7 Torr; for 12h;	94%
With iron; acetic acid In water	76%
With iron In acetic acid at 100℃; for 2h;	56%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 259807-92-6
2,3-dimethyl-4-bromopyridine N-oxide

Conditions

Conditions	Yield
With Acetyl bromide In chloroform for 1h; Heating;	93%
With hydrogen bromide In acetic acid at 100℃; for 48h; Heating;

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 147440-89-9
3-methyl-4-nitro-2-pyridinecarboxaldehyde-N-oxide

Conditions

Conditions	Yield
With selenium(IV) oxide In 1,4-dioxane for 48h; Heating;	88%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 76-37-9
2,2,3,3-tetrafluoropropanol

: 103577-57-7
2,3-dimethyl-4-(2,2,3,3-tetrafluoropropoxy)pyridine-1-oxide

Conditions

Conditions	Yield
With potassium tert-butylate at 50 - 60℃;	86%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 107-19-7
propargyl alcohol

: 206990-49-0
2,3-Dimethyl-4-prop-2-ynyloxy-pyridine 1-oxide

Conditions

Conditions	Yield
With benzyltri(n-butyl)ammonium chloride; potassium carbonate In acetonitrile at 90℃; for 3h;	86%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 1942-46-7
5-decyne

: 6-(5,6-dimethyl-4-nitropyridin-2-yl)decan-5-one

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; 9-(2-mesityl)-10-methylacridinium perchlorate In acetone at 50℃; for 48h; Schlenk technique; Glovebox; Inert atmosphere; Sealed tube; Irradiation; regioselective reaction;	86%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

A: C7H10N2O

B: 122475-57-4
4-amino-2,3-dimethylpyridine

Conditions

Conditions	Yield
With hydrogenchloride; titanium(III) chloride In water; acetonitrile at 20℃; for 1h;	A 17% B 83%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 355-80-6
2,2,3,3,4,4,5,5-octafluoropentan-1-ol

: 132332-23-1
2,3-Dimethyl-4-(2,2,3,3,4,4,5,5-octafluoro-pentyloxy)-pyridine 1-oxide

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 90 - 100℃;	81%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 422-05-9
2,2,3,3,3-pentafluoropropyl alcohol

: 103577-60-2
2,3-Dimethyl-4-(2,2,3,3,3-pentafluoropropoxy)pyridine N-oxide

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium carbonate In butanone at 70 - 80℃; for 108h;	74%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 375-01-9
2,2,3,3,4,4,4-heptafluorobutanol

: 132332-22-0
2,3-Dimethyl-4-(2,2,3,3,4,4,4-heptafluorobutoxy)pyridine N-oxide

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 90 - 100℃; for 41h;	73%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 501-65-5
diphenyl acetylene

: (5,6-dimethyl-4-nitropyridin-2-yl)(phenyl)methanone

Conditions

Conditions	Yield
Stage #1: 2,3-dimethyl-4-nitropyridine N-oxide; diphenyl acetylene With tetrafluoroboric acid; 9-(2-mesityl)-10-methylacridinium perchlorate In acetonitrile at 50℃; for 24h; Schlenk technique; Glovebox; Inert atmosphere; Irradiation; Stage #2: In acetonitrile at 50℃; for 12h; Schlenk technique; Glovebox; Irradiation;	67%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 1942-46-7
5-decyne

: 1-(5,6-dimethyl-4-nitropyridin-2-yl)pentan-1-one

Conditions

Conditions	Yield
With tetrafluoroboric acid; oxygen; 9-(2-mesityl)-10-methylacridinium perchlorate In acetonitrile at 50℃; for 12h; Schlenk technique; Irradiation;	65%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 100-51-6
benzyl alcohol

: 102127-29-7
4-(benzyloxy)-2,3-dimethylpyridin-N-oxide

Conditions

Conditions	Yield
With benzyltri(n-butyl)ammonium chloride; potassium carbonate In acetonitrile at 90℃; for 20h;	57%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 7143-01-3
Methanesulfonic anhydride

: 2-methanesulfonyloxymethyl-3-methyl-4-nitropyridine methanesulfonate

Conditions

Conditions	Yield
In dichloromethane for 12h; Heating;	54%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 109-86-4
2-methoxy-ethanol

: 206990-48-9
4-(2-Methoxy-ethoxy)-2,3-dimethyl-pyridine 1-oxide

Conditions

Conditions	Yield
With potassium carbonate for 20h; Heating;	53%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 108-24-7
acetic anhydride

: 166521-98-8
(3-methyl-4-nitropyridin-2-yl)methyl acetate

Conditions

Conditions	Yield
at 100℃; for 3h;	49%
at 100℃; for 1.5h;	11.5 g

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 4124-41-8
p-toluenesulfonylanhydride

: 3-methyl-4-nitro-2-(4-toluenesulfonyloxymethyl)pyridine 4-toluenesulfonate

Conditions

Conditions	Yield
In dichloromethane for 12h; Heating;	37%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 4-chloro-2-chloromethyl-3-methylpyridine

Conditions

Conditions	Yield
Stage #1: 2,3-dimethyl-4-nitropyridine N-oxide With trichlorophosphate In dichloromethane at 20℃; for 24h; Stage #2: With triethylamine In dichloromethane at 0℃; for 0.5h;	20%
Multi-step reaction with 4 steps 1: 75 percent / phosphorus oxychloride / CH2Cl2 / 20 °C 2: 63 percent / 3 h / 100 °C 3: 78 percent / aq. hydrochloric acid / 24 h / 20 °C 4: 43 percent / thionyl chloride / CH2Cl2 / 1 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 75 percent / phosphorus oxychloride / CH2Cl2 / 20 °C 2: 37 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 2 h / 20 °C View Scheme

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 7677-24-9
trimethylsilyl cyanide

: 1323393-00-5
4-chloro-5,6-dimethyl-2-cyanopyridine

Conditions

Conditions	Yield
With chloroformic acid ethyl ester In 1,2-dichloro-ethane at -5 - 40℃;	18%

: 37699-43-7
2,3-dimethyl-4-nitropyridine N-oxide

: 64-17-5
ethanol

: 1034065-92-3
4-ethoxy-2,3-dimethylpyridine N-oxide

Conditions

Conditions	Yield
With sodium ethanolate at 70℃; for 24h; Heating;

4-Nitro-2,3-lutidine-N-oxide Chemical Properties

Molecular structure of 4-Nitro-2,3-lutidine-N-oxide (CAS NO.37699-43-7) is:

Product Name: 4-Nitro-2,3-lutidine-N-oxide
CAS Registry Number: 37699-43-7
IUPAC Name: 2,3-dimethyl-4-nitro-1-oxidopyridin-1-ium
Molecular Weight: 168.15002 [g/mol]
Molecular Formula: C₇H₈N₂O₃
XLogP3-AA: 0.5
H-Bond Donor: 0
H-Bond Acceptor: 3
Melting Point: 94-98 °C(lit.)
Surface Tension: 49.2 dyne/cm
Density: 1.3 g/cm³
Flash Point: 197.7 °C
Enthalpy of Vaporization: 62.9 kJ/mol
Boiling Point: 403.3 °C at 760 mmHg
Vapour Pressure: 2.4E-06 mmHg at 25°C
Product Categories: Pyridines;Pyridines derivates;C₇ and C₈;Heterocyclic Building Blocks

4-Nitro-2,3-lutidine-N-oxide Uses

4-Nitro-2,3-lutidine-N-oxide (CAS NO.37699-43-7) is used as an intermediate of drug lansoprazole.

4-Nitro-2,3-lutidine-N-oxide Toxicity Data With Reference

1.		mmo-sat 100 nmol/plate		GANNA2 Gann. Japanese Journal of Cancer Research. 70 (1979),799.
2.		dnr-esc 500 µg/well		CNREA8 Cancer Research. 32 (1972),2369.

4-Nitro-2,3-lutidine-N-oxide Safety Profile

Safty information about 4-Nitro-2,3-lutidine-N-oxide (CAS NO.37699-43-7) is:
Hazard Codes: Irritant Xi,Xn
Risk Statements: 36/37/38-20/21/22
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
RIDADR: 2811
WGK Germany: 3
RTECS: UT2807000
HazardClass: 6.1
PackingGroup: III

4-Nitro-2,3-lutidine-N-oxide Specification

4-Nitro-2,3-lutidine-N-oxide , its cas register number is 37699-43-7. It also can be called 2,3-Dimethyl-4-nitropyridine 1-oxide ; Pyridine, 2,3-dimethyl-4-nitro-, 1-oxide .

Product Name

4-Nitro-2,3-lutidine-N-oxide

Synthetic route

4-Nitro-2,3-lutidine-N-oxide Chemical Properties

4-Nitro-2,3-lutidine-N-oxide Uses

4-Nitro-2,3-lutidine-N-oxide Toxicity Data With Reference

4-Nitro-2,3-lutidine-N-oxide Safety Profile

4-Nitro-2,3-lutidine-N-oxide Specification

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