4-Isoxazolecarbonylchloride, 5-methyl- supplier

Name
5-METHYL-4-ISOXAZOLECARBONYL CHLORIDE
EINECS
CAS No. 67305-24-2
Article Data27
CAS DataBase
Density 1.345g/cm³
Solubility
Melting Point
Formula C5H4 Cl N O2
Boiling Point 78 °C
Molecular Weight 145.545
Flash Point 91.7°C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols C,Xi
Synonyms 5-Methyl-4-isoxazolecarbonylchloride; 5-Methyl-4-isoxazolecarboxylic acid chloride
PSA 43.10000
LogP 1.36200

Synthetic route

: 42831-50-5
5-methyl-1,2-oxazole-4-carboxylic acid

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

Conditions

Conditions	Yield
With thionyl chloride In toluene	99%
With thionyl chloride at 70℃; for 1h;	96%
With thionyl chloride at 50℃;	96%

: 51135-73-0
5-methylisoxazole-4-carboxylic acid ethyl ester

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 270 g / conc. HCl / acetic acid; H2O / 10 h / Heating 2: 47 percent / thionyl chloride / 3 h / Heating View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride 2: thionyl chloride / Reflux View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid / water / 20 h / 20 °C / Reflux 2: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 12 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride 2: thionyl chloride / N-methyl-acetamide View Scheme

: 3788-94-1
2-ethoxymethylene-3-oxobutanoic acid ethyl ester

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 350 g / hydroxylamine hydrochloride, sodium acetate trihydrate / ethanol; H2O / 0 °C 2: 270 g / conc. HCl / acetic acid; H2O / 10 h / Heating 3: 47 percent / thionyl chloride / 3 h / Heating View Scheme
Multi-step reaction with 3 steps 1: hydroxylamine hydrochloride 2: hydrogenchloride 3: thionyl chloride / Reflux View Scheme
Multi-step reaction with 3 steps 1: hydroxylamine hydrochloride; sodium acetate / methanol; water / 0 - 20 °C 2: sulfuric acid / water / 20 h / 20 °C / Reflux 3: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 12 h / Reflux View Scheme

: 455-14-1
4-trifluoromethylphenylamine

A: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

B: 75706-12-6
Leflunomide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water

: 42831-50-5
5-methyl-1,2-oxazole-4-carboxylic acid

of toluene: of toluene

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

Conditions

Conditions	Yield
With thionyl chloride

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 28236-62-6
2,4-dichlorophenoxyacetylhydrazine

: 1417515-26-4
N'-(2-(2,4-dichlorophenoxy)acetyl)-5-methylisoxazole-4-carbohydrazide

Conditions

Conditions	Yield
In tetrahydrofuran for 0.166667h; Time; Reagent/catalyst; Temperature; Microwave irradiation;	99%

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 636992-54-6
3-amino-5-bromo-benzofuran-2-carbonitrile

: 803684-89-1
N-(5-bromo-2-cyanobenzofuran-3-yl)-5-methylisoxazole-4-carboxamide

Conditions

Conditions	Yield
In tetrahydrofuran at 65℃; for 2h;	96.6%

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 455-14-1
4-trifluoromethylphenylamine

: 75706-12-6
Leflunomide

Conditions

Conditions	Yield
In diethyl ether for 0.5h; Ambient temperature;	93%
With sodium hydrogencarbonate In N,N-dimethyl acetamide; toluene	86%
With sodium hydrogencarbonate In water; toluene at 20 - 60℃; for 18h;	43%

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 62208-67-7
3-amino[1]benzofuran-2-carbonitrile

: 803684-90-4
N-(2-cyanobenzofuran-3-yl)-5-methylisoxazole-4-carboxamide

Conditions

Conditions	Yield
In tetrahydrofuran at 65℃; for 2h;	90.9%

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 2002-03-1
2-amino-5-phenyl-1,3,4-thiadiazole

: 1023696-89-0
N-(5-phenyl-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: 2-amino-5-phenyl-1,3,4-thiadiazole In dichloromethane for 0.5h; Irradiation; Further stages.;	90.1%

...Expand

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: (E)-3-[3-Amino-2-(4-cyano-benzoyl)-benzofuran-5-yl]-but-2-enoic acid [2-(3,4-dimethoxy-phenyl)-ethyl]-amide

: (E)-N-(2-(4-cyanobenzoyl)-5-{2-[2-(3,4-dimethoxyphenyl)ethylcarbamoyl]-1-methylvinyl}benzofuran-3-yl)-5-methylisoxazole-4-carboxamide

Conditions

Conditions	Yield
In tetrahydrofuran at 65℃; for 7h;	90%

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 833-63-6
5-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine

: 1023697-03-1
N-(5-(4-nitrophenyl)-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: 5-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine In dichloromethane for 0.5h; Irradiation; Further stages.;	88.8%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 828-81-9
2-amino-5-(2-chlorophenyl)-1,3,4-thiadiazole

: 1023696-95-8
N-(5-(2-chlorophenyl)-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: 2-amino-5-(2-chlorophenyl)-1,3,4-thiadiazole In dichloromethane for 0.5h; Irradiation; Further stages.;	88.4%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 28004-62-8
2-amino-5-(4-chlorophenyl)-1,3,4-thiadiazole

: 1023696-97-0
N-(5-(4-chlorophenyl)-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: 2-amino-5-(4-chlorophenyl)-1,3,4-thiadiazole In dichloromethane for 0.5h; Irradiation; Further stages.;	87.6%

...Expand

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 925897-75-2
5-amino-2-methyl-N-(2-(4-(4-methylpiperazin-1-yl)phenylamino)pyrimidin-5-yl)benzamide

: 5-methyl-N-(4-methyl-3-((2-(4-(4-methylpiperazin-1-yl)phenylamino)pyrimidin-5-yl)carbamoyl)phenyl)isoxazole-4-carboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	86%

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 100-46-9
benzylamine

: N-benzyl-5-methylisoxazole-4-carboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 40℃; for 24h;	86%

: ammonium thiocyanate

: 14068-53-2
2-amino-5-ethyl-1,3,4-thiadiazole

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 1023696-85-6
N-(5-ethyl-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: 2-amino-5-ethyl-1,3,4-thiadiazole In dichloromethane for 0.5h; Irradiation; Further stages.;	85.8%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 76074-47-0
5-(3-methylphenyl)-1,3,4-thiadiazol-2-amine

: 1023697-01-9
N-(5-m-tolyl-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: 5-(3-methylphenyl)-1,3,4-thiadiazol-2-amine In dichloromethane for 0.5h; Irradiation; Further stages.;	85.6%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 57235-50-4
2-amino-5-cyclopropyl-1,3,4-thiadiazole

: 1023696-87-8
N-(5-cyclopropyl-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: 2-amino-5-cyclopropyl-1,3,4-thiadiazole In dichloromethane for 0.5h; Irradiation; Further stages.;	84.6%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 1014-25-1
5-(4-methoxy-phenyl)-[1,3,4]thiadiazol-2-ylamine

: 1023696-99-2
N-(5-(4-methoxyphenyl)-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: 5-(4-methoxy-phenyl)-[1,3,4]thiadiazol-2-ylamine In dichloromethane for 0.5h; Irradiation; Further stages.;	84.6%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 59565-54-7
5-(2-methylphenyl)-1,3,4-thiadiazol-2-amine

: 1023696-91-4
N-(5-o-tolyl-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: 5-(2-methylphenyl)-1,3,4-thiadiazol-2-amine In dichloromethane for 0.5h; Irradiation; Further stages.;	84.2%

...Expand

: ammonium thiocyanate

: 108-33-8
5-methyl-1,3,4-thiadiazol-2-amine

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 1023697-05-3
N-(5-methyl-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: 5-methyl-1,3,4-thiadiazol-2-amine In dichloromethane for 0.5h; Irradiation; Further stages.;	83.6%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 5814-06-2
2,4-dichlorobenzohydrazide

: 1-(5-methylisoxazoyl-4-carbonyl)-4-(2,4-dichlorophenyl)thiosemicarbazide

Conditions

Conditions	Yield
With PEG-600 In dichloromethane at 20℃; for 1.5h; ultrasonic irradiation;	83.5%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 7658-80-2
2-methylbenzohydrazide

: 1-(5-methylisoxazoyl-4-carbonyl)-4-(2-methylphenyl)thiosemicarbazide

Conditions

Conditions	Yield
With PEG-600 In dichloromethane at 20℃; for 1.5h; ultrasonic irradiation;	83.5%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 13050-47-0
3-methylbenzoyl hydrazine

: 1-(5-methylisoxazoyl-4-carbonyl)-4-(3-methylphenyl)thiosemicarbazide

Conditions

Conditions	Yield
With PEG-600 In dichloromethane at 20℃; for 1.5h; ultrasonic irradiation;	83.5%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 3619-22-5
p-toluic hydrazide

: 1-(5-methylisoxazoyl-4-carbonyl)-4-(4-methylphenyl)thiosemicarbazide

Conditions

Conditions	Yield
With PEG-600 In dichloromethane at 20℃; for 1.5h; ultrasonic irradiation;	83.5%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 59565-51-4
2-Amino-5-(2-fluorophenyl)-1,3,4-thiadiazole

: 1023696-93-6
N-(5-(2-fluorophenyl)-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: 2-Amino-5-(2-fluorophenyl)-1,3,4-thiadiazole In dichloromethane for 0.5h; Irradiation; Further stages.;	83.5%

...Expand

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 553-53-7
Nicotinic acid hydrazide

: 1-(5-methylisoxazoyl-4-carbonyl)-4-(2-nicotinoyl)thiosemicarbazide

Conditions

Conditions	Yield
With PEG-600 In dichloromethane at 20℃; for 1.5h; ultrasonic irradiation;	83.2%

...Expand

: 4005-51-0
[1,3,4]Thiadiazol-2-ylamin

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 1023696-83-4
N-(1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 5-methylisoxazole-4-carbonyl chloride; polyethylene glycol-600 In dichloromethane at 20℃; for 0.333333h; Irradiation; Stage #2: [1,3,4]Thiadiazol-2-ylamin In dichloromethane for 0.5h; Irradiation; Further stages.;	82.6%

...Expand

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 916329-09-4
1-(3-amino-7-methoxy-benzofuran-2-yl)-ethanone

: 803684-85-7
N-(2-acetyl-7-methoxybenzofuran-3-yl)-5-methylisoxazole-4-carboxamide

Conditions

Conditions	Yield
In tetrahydrofuran at 65℃; for 2h;	81.9%

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 54802-10-7
3-aminobenzofuran-2-carboxamide

: 688756-93-6
N-(2-carbamoylbenzofuran-3-yl)-5-methylisoxazole-4-carboxamide

Conditions

Conditions	Yield
In tetrahydrofuran at 65℃; for 2h;	80.7%

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 536-40-3
4-chlorobenzoic acid hydrazide

: 1-(5-methylisoxazoyl-4-carbonyl)-4-(4-chlorophenyl)thiosemicarbazide

Conditions

Conditions	Yield
With PEG-600 In dichloromethane at 20℃; for 1.5h; ultrasonic irradiation;	80.1%

...Expand

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 1005780-53-9
N-[6-(3-amino-4-methylphenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide

: 1005782-77-3
N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-methylphenyl]-5-methylisoxazole-4-carboxamide

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one	80%

: ammonium thiocyanate

: 67305-24-2
5-methylisoxazole-4-carbonyl chloride

: 456-06-4
4-fluorobenzoyl hydrazide

: 1-(5-methylisoxazoyl-4-carbonyl)-4-(4-fluorophenyl)thiosemicarbazide

Conditions

Conditions	Yield
With PEG-600 In dichloromethane at 20℃; for 1.5h; ultrasonic irradiation;	79.2%

...Expand

4-Isoxazolecarbonylchloride, 5-methyl- Chemical Properties

IUPAC Name: 5-methyl-1,2-oxazole-4-carbonyl chloride
Empirical Formula: C₅H₄ClNO₂
Molecular Weight: 145.5438g/mol
Structure of 4-Isoxazolecarbonylchloride, 5-methyl- (CAS NO.67305-24-2):

Index of Refraction: 1.498
Molar Refractivity: 31.71 cm³
Molar Volume: 108.1 cm³
Polarizability: 12.57×10^-24cm³
Surface Tension: 42.9 dyne/cm
Density: 1.345 g/cm³
Flash Point: 91.7 °C
Enthalpy of Vaporization: 46.46 kJ/mol
Boiling Point: 228 °C at 760 mmHg
Vapour Pressure: 0.0751 mmHg at 25°C
Product Categories: ACIDHALIDE
Canonical SMILES: CC1=C(C=NO1)C(=O)Cl
InChI: InChI=1S/C5H4ClNO2/c1-3-4(5(6)8)2-7-9-3/h2H,1H3
InChIKey: ZKAQPVQEYCFRTK-UHFFFAOYSA-N

4-Isoxazolecarbonylchloride, 5-methyl- Safety Profile

Hazard Codes: C,Xi
Hazard Note: Corrosive
HazardClass: IRRITANT

4-Isoxazolecarbonylchloride, 5-methyl- Specification

4-Isoxazolecarbonylchloride, 5-methyl- , its cas register number is 67305-24-2. It also can be called 5-Methyl-1,2-oxazole-4-carbonyl chloride ; 5-Methyl-4-isoxazolecarbonyl chloride ; 5-Methyl-isoxazole-4-carbonyl chloride ; 5-Methylisoxazole-4-carbonyl chloride 97% .

Product Name

5-METHYL-4-ISOXAZOLECARBONYL CHLORIDE

Synthetic route

4-Isoxazolecarbonylchloride, 5-methyl- Chemical Properties

4-Isoxazolecarbonylchloride, 5-methyl- Safety Profile

4-Isoxazolecarbonylchloride, 5-methyl- Specification

Related Products

Hot Products