4-Methyloxazole supplier | CasNO.693-93-6

Name
4-methyloxazole
EINECS 211-763-6
CAS No. 693-93-6
Article Data6
CAS DataBase
Density 1.016 g/cm³
Solubility
Melting Point
Formula C₄H₅NO
Boiling Point 88 °C at 760 mmHg
Molecular Weight 83.0898
Flash Point 20.5 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-Methyl-1,3-oxazole;AC1L2CDQ;AC1Q4VP5;
PSA 26.03000
LogP 0.98300

Synthetic route

: 2510-32-9
4-methyl-1,3-oxazole-5-carboxylic acid

: 693-93-6
4-methyloxazole

Conditions

Conditions	Yield
With copper(II) oxide at 180℃;	75%
With copper(II) oxide

: 4128-31-8
rac-octan-2-ol

: 116-09-6
hydroxy-2-propanone

: 693-93-6
4-methyloxazole

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide; hydrogen isocyanide In N,N-dimethyl-aniline; 1,2-dichloro-benzene

: 116-09-6
hydroxy-2-propanone

: 693-93-6
4-methyloxazole

Conditions

Conditions	Yield
With N,N-diethylaniline
With hydrogenchloride; hydrogen isocyanide In N,N-dimethyl-aniline; nitrobenzene; cyclohexanol

: 583-59-5
2-Methylcyclohexanol

: 116-09-6
hydroxy-2-propanone

: 693-93-6
4-methyloxazole

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen isocyanide In dichloromethane; N,N-dimethyl-aniline

formimido-cyclohexyl ester hydrochloride: formimido-cyclohexyl ester hydrochloride

: 116-09-6
hydroxy-2-propanone

: 693-93-6
4-methyloxazole

Conditions

Conditions	Yield
With N,N-diethylaniline
With 1-methyl-pyrrolidin-2-one; N,N-diethylaniline

formimido-cyclohexyl ester: formimido-cyclohexyl ester

: 116-09-6
hydroxy-2-propanone

: 693-93-6
4-methyloxazole

: 693-93-6
4-methyloxazole

: 623-13-2
4-methylphenyl methylsulfide

: 83081-31-6
4-methyl-2-(p-tolyl)oxazole

Conditions

Conditions	Yield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride; 2,2,6,6-tetramethylpiperidyl zinc chloride-lithium chloride complex In tetrahydrofuran at 80℃; for 6h; Inert atmosphere; regioselective reaction;	98%

: 693-93-6
4-methyloxazole

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 4-methyl-2-(triisopropylsilyl)oxazole

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -30℃; for 0.5h; Stage #2: triisopropylsilyl trifluoromethanesulfonate In tetrahydrofuran; hexane at -10℃;	98%
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: triisopropylsilyl trifluoromethanesulfonate In tetrahydrofuran at -10 - 25℃; for 12h; Inert atmosphere;	81%

: 693-93-6
4-methyloxazole

: C14H15BrN6O4

: 1340588-62-6
C18H19N7O5

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78℃; for 0.25h; Stage #3: C14H15BrN6O4 With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; hexane at 75℃; for 0.166667h; Negishi coupling reaction; Inert atmosphere; Microwave irradiation;	88%

: 693-93-6
4-methyloxazole

: 104462-87-5
3-<1-(Methoxycarbonyl)cyclopropyl>-2-propinsaeure-methylester

: 104462-98-8
4-<1-(Methoxycarbonyl)cyclopropyl>-3-furancarbonsaeure-methylester

Conditions

Conditions	Yield
at 220℃; for 20h;	87%

: 693-93-6
4-methyloxazole

: 75-77-4
chloro-trimethyl-silane

: 90892-92-5
(Z)-2-isocyano-O-(trimethylsilyl)-1-propen-1-ol

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether at -78℃;	85%
With n-butyllithium 1.) hexane, Et2O, 1 h; Yield given. Multistep reaction;

: 693-93-6
4-methyloxazole

: 947145-09-7
(2-amino-6-bromo-3-nitropyridin-4-yl)-(6-methylpyridin-3-ylmethyl)carbamic acid ethyl ester

: 947143-92-2
[2-amino-6-(4-methyloxazol-2-yl)-3-nitropyridin-4-yl]-(6-methylpyridin-3-ylmethyl)carbamic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78℃; for 0.25h; Stage #3: (2-amino-6-bromo-3-nitropyridin-4-yl)-(6-methylpyridin-3-ylmethyl)carbamic acid ethyl ester With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; hexane at 60℃; for 0.25h; Negishi coupling reaction; Inert atmosphere; Microwave irradiation;	85%
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Cooling with acetone-dry ice; Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78 - 20℃; for 0.25h; Stage #3: (2-amino-6-bromo-3-nitropyridin-4-yl)-(6-methylpyridin-3-ylmethyl)carbamic acid ethyl ester; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; hexane at 60℃; for 0.25h; Microwave irradiation;

Yield

Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h;
Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78℃; for 0.25h;
Stage #3: (2-amino-6-bromo-3-nitropyridin-4-yl)-(6-methylpyridin-3-ylmethyl)carbamic acid ethyl ester With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; hexane at 60℃; for 0.25h; Negishi coupling reaction; Inert atmosphere; Microwave irradiation;

85%

Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Cooling with acetone-dry ice;
Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78 - 20℃; for 0.25h;
Stage #3: (2-amino-6-bromo-3-nitropyridin-4-yl)-(6-methylpyridin-3-ylmethyl)carbamic acid ethyl ester; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; hexane at 60℃; for 0.25h; Microwave irradiation;

: 693-93-6
4-methyloxazole

: 83662-44-6
methyl 3-<1'-chlorocyclopropyl>propiolate

A: 104462-97-7
4-(1-Chlorcyclopropyl)-3-furancarbonsaeure-methylester

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
at 140℃;	A 80% B n/a

...Expand

: 693-93-6
4-methyloxazole

: 75-36-5
acetyl chloride

: 90892-91-4
(Z)-2-isocyano-O-acetyl-1-propen-1-ol

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether at -78℃;	80%
With n-butyllithium 1.) hexane, Et2O, 1 h; Yield given. Multistep reaction;

: 693-93-6
4-methyloxazole

: C15H16BrN5O5

: 1340588-61-5
C19H20N6O6

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78℃; for 0.25h; Stage #3: C15H16BrN5O5 With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; hexane at 90℃; for 0.0833333h; Negishi coupling reaction; Inert atmosphere; Microwave irradiation;	80%

: 693-93-6
4-methyloxazole

: C14H15BrN6O4

: 1340588-60-4
C18H19N7O5

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78℃; for 0.25h; Stage #3: C14H15BrN6O4 With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; hexane at 65℃; for 1h; Negishi coupling reaction; Inert atmosphere;	75%

: 693-93-6
4-methyloxazole

: 22282-99-1
4-bromo-2-methylpyridine

: 4-methyl-2-(2-methylpyridin-4-yl)oxazole

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium; zinc(II) chloride In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 22℃; for 0.5h; Stage #2: 4-bromo-2-methylpyridine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; 2-methyltetrahydrofuran at 60℃; for 2h;	70%

: 693-93-6
4-methyloxazole

: 661-54-1
3,3,3-trifluoroprop-1-yne

A: 56286-84-1
3-trifluoromethyl furan

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In toluene at 180 - 190℃; for 13h;	A 67% B 6%

...Expand

: 693-93-6
4-methyloxazole

: 947145-74-6
(2-amino-6-bromo-3-nitro-pyridin-4-yl)-(3-cyano-benzyl)-carbamic acid ethyl ester

: 947145-82-6
[2-amino-6-(4-methyl-oxazol-2-yl)-3-nitro-pyridin-4-yl]-(3-cyano-benzyl)-carbamic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78℃; for 0.25h; Stage #3: (2-amino-6-bromo-3-nitro-pyridin-4-yl)-(3-cyano-benzyl)-carbamic acid ethyl ester With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; hexane at 60℃; for 0.25h; Negishi coupling reaction; Inert atmosphere; Microwave irradiation;	65%

Yield

Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h;
Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78℃; for 0.25h;
Stage #3: (2-amino-6-bromo-3-nitro-pyridin-4-yl)-(3-cyano-benzyl)-carbamic acid ethyl ester With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; hexane at 60℃; for 0.25h; Negishi coupling reaction; Inert atmosphere; Microwave irradiation;

65%

: 693-93-6
4-methyloxazole

: 1461-22-9
tributyltin chloride

: 4-methyl-2-(tributylstannyl)oxazole

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; diethyl ether at -78℃; for 1h; Stage #2: tributyltin chloride In tetrahydrofuran; diethyl ether at -78℃; for 1h;	61%
Stage #1: 4-methyloxazole In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: tributyltin chloride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;

: 693-93-6
4-methyloxazole

: 2-bromo-4-methyloxazole

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.666667h; Stage #2: With 1,2-dibromo-1,1,2,2-tetrafluoroethane In tetrahydrofuran; hexane at -78 - 25℃; regioselective reaction;	61%

: 693-93-6
4-methyloxazole

: 3430-13-5
5-bromo-2-methylpyridine

: 4-methyl-2-(6-methylpyridin-3-yl)oxazole

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium; zinc(II) chloride In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 22℃; for 0.5h; Stage #2: 5-bromo-2-methylpyridine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; 2-methyltetrahydrofuran at 60℃; for 2h;	53%

: 693-93-6
4-methyloxazole

: 925672-89-5
5-bromo-2-(cyanomethyl)benzonitrile

: 2-(cyanomethyl)-5-(4-methyl-1,3-oxazol-5-yl)benzonitrile

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate In N,N-dimethyl-formamide at 90℃; for 3h; Inert atmosphere;	50%

: 693-93-6
4-methyloxazole

: 80866-48-4
3-Cyclopropyl-2-propinsaeure-methylester

: 104462-89-7
4-Cyclopropyl-3-furancarbonsaeure-methylester

Conditions

Conditions	Yield
In toluene at 220 - 230℃; for 16h;	45%

: 693-93-6
4-methyloxazole

: 26156-48-9
methyl 2-bromoisonicotinate

: methyl 2-(4-methyloxazol-2-yl)isonicotinate

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h; Stage #2: With zinc(II) chloride In tetrahydrofuran at -78 - 20℃; Stage #3: methyl 2-bromoisonicotinate With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 60℃; for 0.5h; Inert atmosphere; Microwave irradiation;	45%

: 693-93-6
4-methyloxazole

: 947145-70-2
(2-amino-6-bromo-3-nitro-pyridin-4-yl)-(6-trifluoromethyl-pyridin-3-ylmethyl)-carbamic acid ethyl ester

: 947145-78-0
[2-amino-6-(4-methyl-oxazol-2-yl)-3-nitro-pyridin-4-yl]-(6-trifluoromethyl-pyridin-3-ylmethyl)-carbamic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78℃; for 0.25h; Stage #3: (2-amino-6-bromo-3-nitro-pyridin-4-yl)-(6-trifluoromethyl-pyridin-3-ylmethyl)-carbamic acid ethyl ester With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; hexane at 90℃; for 0.0833333h; Negishi coupling reaction; Inert atmosphere; Microwave irradiation;	44%

Yield

Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h;
Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78℃; for 0.25h;
Stage #3: (2-amino-6-bromo-3-nitro-pyridin-4-yl)-(6-trifluoromethyl-pyridin-3-ylmethyl)-carbamic acid ethyl ester With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; hexane at 90℃; for 0.0833333h; Negishi coupling reaction; Inert atmosphere; Microwave irradiation;

44%

: 693-93-6
4-methyloxazole

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 4-methyl-5-oxazolecarboxaldehyde

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether; hexane at -70 - 20℃; for 2h; Inert atmosphere;	40%
With n-butyllithium 1.) THF, -75 deg C, 45 min, 2.) THF, from -75 deg C to RT; Yield given. Multistep reaction;
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran at -78℃; for 0.75h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 20℃;

: 693-93-6
4-methyloxazole

: 910552-65-7
8-(1-ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine

: 8-(1-ethyl-propyl)-2,6-dimethyl-3-(4-methyl-oxazol-5-yl)-imidazo[1,2-b]pyridazine

Conditions

Conditions	Yield
With caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In N,N-dimethyl-formamide at 130℃;	39%

: 693-93-6
4-methyloxazole

: 83662-44-6
methyl 3-<1'-chlorocyclopropyl>propiolate

: 104462-97-7
4-(1-Chlorcyclopropyl)-3-furancarbonsaeure-methylester

Conditions

Conditions	Yield
In toluene at 150℃; for 18h;	30%

: 693-93-6
4-methyloxazole

: 100-52-7
benzaldehyde

: 90892-90-3
(4-Methyl-oxazol-2-yl)-phenyl-methanol

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether at -78℃;	30%
With n-butyllithium 1.) hexane, Et2O, 1 h; Yield given. Multistep reaction;

: 693-93-6
4-methyloxazole

: 4,7-dihydro-2-(4,7-dihydro-1,3-dioxepin-2-yl)-5-nitro-1,3-dioxepin

: 187467-53-4
1,5-dihydro-3-(4,7-dihydro-1,3-dioxepin-2-yl)-9-hydroxy-8-methyl-3H-<1,3>dioxepino<5,6-c>pyridine

Conditions

Conditions	Yield
With perchloric acid for 4h; Heating;	27.7%

: 693-93-6
4-methyloxazole

: 10192-66-2
4,7-dihydro-2-<3-(4,7-dihydro-1,3-dioxepin-2-yl)-propyl>-1,3-dioxepin

A: 187467-61-4
7-[3-(4,7-Dihydro-[1,3]dioxepin-2-yl)-propyl]-3-methyl-5,9-dihydro-6,8-dioxa-2-aza-benzocyclohepten-4-ol

B: 3-[3-(1,5-dihydro-9-hydroxy-8-methyl-3H-[1,3]dioxepino[5,6-c]pyridin-3-yl)-propyl]-1,5-dihydro-9-hydroxy-8-methyl-3H-[1,3]dioxepino[5,6-c]pyridine

Conditions

Conditions	Yield
With acetic anhydride; nitrobenzene; hydroquinone at 180 - 190℃; for 2h;	A 23.6% B 11.9%

...Expand

: 693-93-6
4-methyloxazole

: 1254036-94-6
6-chloro-4-iodo-1-(phenylsulfonyl)-1H-indazole

: 2-(6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl)-4-methyloxazole

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 0.5h; Stage #2: 6-chloro-4-iodo-1-(phenylsulfonyl)-1H-indazole With tetrakis(triphenylphosphine) palladium(0); zinc(II) chloride In tetrahydrofuran; hexane at 0℃; for 7h; Reflux;	22%

: 693-93-6
4-methyloxazole

: 815-52-1
2-bromopentan-3-one

A: 109308-43-2
2-(2,2,3,3-Tetrafluorpropoxy)-3-pentanon

: 109308-56-7
endo-2,endo-4,7-Trimethyl-8-oxa-6-azabicyclo<3.2.1>oct-6-en-3-on

Conditions

Conditions	Yield
With 2,2,3,3-tetrafluoropropanol; sodium 2,2,3,3-tetrafluoropropan-1-olate for 19h;	A 12% B 13%

...Expand

: 693-93-6
4-methyloxazole

: 541-41-3
chloroformic acid ethyl ester

: 1429559-59-0
methyl 4-methyloxazole-2-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-methyloxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: chloroformic acid ethyl ester In tetrahydrofuran; hexane at -78 - 20℃;	13%

4-Methyloxazole Specification

The Oxazole, 4-methyl- with CAS registry number of 693-93-6 is also known as 4-Methyloxazole. The IUPAC name is 4-Methyl-1,3-oxazole. Its EINECS registry number is 211-763-6. In addition, the formula is C₄H₅NO and the molecular weight is 83.09.

Physical properties about Oxazole, 4-methyl- are: (1)ACD/LogP: 0.58; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.58; (4)ACD/LogD (pH 7.4): 0.58; (5)ACD/BCF (pH 5.5): 1.62; (6)ACD/BCF (pH 7.4): 1.63; (7)ACD/KOC (pH 5.5): 49.26; (8)ACD/KOC (pH 7.4): 49.27; (9)#H bond acceptors: 2 ; (10)Index of Refraction: 1.438; (11)Molar Refractivity: 21.46 cm³; (12)Molar Volume: 81.7 cm³; (13)Surface Tension: 31.1 dyne/cm; (14)Density: 1.016 g/cm³; (15)Flash Point: 20.5 °C; (16)Enthalpy of Vaporization: 31.45 kJ/mol; (17)Boiling Point: 88 °C at 760 mmHg; (18)Vapour Pressure: 70.1 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC1=COC=N1
2. InChI: InChI=1S/C4H5NO/c1-4-2-6-3-5-4/h2-3H,1H3
3. InChIKey: PUMREIFKTMLCAF-UHFFFAOYSA-N

Product Name

4-methyloxazole

Synthetic route

4-Methyloxazole Specification

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