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67305-24-2

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67305-24-2 Usage

General Description

5-Methyl-4-isoxazolecarbonyl chloride is a chemical compound used in organic synthesis as a reagent for the preparation of 5-methyl-4-isoxazolecarboxylic acid derivatives. It is a colorless liquid that is highly reactive and should be handled with caution due to its potential to cause skin and respiratory irritation. 5-METHYL-4-ISOXAZOLECARBONYL CHLORIDE is commonly used in the pharmaceutical industry for the synthesis of various drugs and is also utilized in research and development of new chemical entities. Its primary function is as an acylating agent in the formation of amides and esters, making it an important building block in the production of various organic compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 67305-24-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,3,0 and 5 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 67305-24:
(7*6)+(6*7)+(5*3)+(4*0)+(3*5)+(2*2)+(1*4)=122
122 % 10 = 2
So 67305-24-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H4ClNO2/c1-3-4(5(6)8)2-7-9-3/h2H,1H3

67305-24-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-METHYL-4-ISOXAZOLECARBONYL CHLORIDE

1.2 Other means of identification

Product number -
Other names 5-methylisoxazole-4-carboxylic acid chloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:67305-24-2 SDS

67305-24-2Synthetic route

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

5-methyl-1,2-oxazole-4-carboxylic acid

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

5-methylisoxazole-4-carbonyl chloride

Conditions
ConditionsYield
With thionyl chloride In toluene99%
With thionyl chloride at 70℃; for 1h;96%
With thionyl chloride at 50℃;96%
5-methylisoxazole-4-carboxylic acid ethyl ester
51135-73-0

5-methylisoxazole-4-carboxylic acid ethyl ester

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

5-methylisoxazole-4-carbonyl chloride

Conditions
ConditionsYield
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
2-ethoxymethylene-3-oxobutanoic acid ethyl ester
3788-94-1

2-ethoxymethylene-3-oxobutanoic acid ethyl ester

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

5-methylisoxazole-4-carbonyl chloride

Conditions
ConditionsYield
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
4-trifluoromethylphenylamine
455-14-1

4-trifluoromethylphenylamine

A

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

5-methylisoxazole-4-carbonyl chloride

B

Leflunomide
75706-12-6

Leflunomide

Conditions
ConditionsYield
With sodium hydrogencarbonate In water
5-methyl-1,2-oxazole-4-carboxylic acid
42831-50-5

5-methyl-1,2-oxazole-4-carboxylic acid

of toluene

of toluene

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

5-methylisoxazole-4-carbonyl chloride

Conditions
ConditionsYield
With thionyl chloride
5-methylisoxazole-4-carbonyl chloride
67305-24-2

5-methylisoxazole-4-carbonyl chloride

2,4-dichlorophenoxyacetylhydrazine
28236-62-6

2,4-dichlorophenoxyacetylhydrazine

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

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

Conditions
ConditionsYield
In tetrahydrofuran for 0.166667h; Time; Reagent/catalyst; Temperature; Microwave irradiation;99%
5-methylisoxazole-4-carbonyl chloride
67305-24-2

5-methylisoxazole-4-carbonyl chloride

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

3-amino-5-bromo-benzofuran-2-carbonitrile

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

N-(5-bromo-2-cyanobenzofuran-3-yl)-5-methylisoxazole-4-carboxamide

Conditions
ConditionsYield
In tetrahydrofuran at 65℃; for 2h;96.6%
5-methylisoxazole-4-carbonyl chloride
67305-24-2

5-methylisoxazole-4-carbonyl chloride

4-trifluoromethylphenylamine
455-14-1

4-trifluoromethylphenylamine

Leflunomide
75706-12-6

Leflunomide

Conditions
ConditionsYield
In diethyl ether for 0.5h; Ambient temperature;93%
With sodium hydrogencarbonate In N,N-dimethyl acetamide; toluene86%
With sodium hydrogencarbonate In water; toluene at 20 - 60℃; for 18h;43%
5-methylisoxazole-4-carbonyl chloride
67305-24-2

5-methylisoxazole-4-carbonyl chloride

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

3-amino[1]benzofuran-2-carbonitrile

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

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

Conditions
ConditionsYield
In tetrahydrofuran at 65℃; for 2h;90.9%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

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

2-amino-5-phenyl-1,3,4-thiadiazole

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

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

Conditions
ConditionsYield
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%
5-methylisoxazole-4-carbonyl chloride
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)-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

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

Conditions
ConditionsYield
In tetrahydrofuran at 65℃; for 7h;90%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

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

5-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine

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

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

Conditions
ConditionsYield
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%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

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

2-amino-5-(2-chlorophenyl)-1,3,4-thiadiazole

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

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

Conditions
ConditionsYield
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%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

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

2-amino-5-(4-chlorophenyl)-1,3,4-thiadiazole

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

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

Conditions
ConditionsYield
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%
5-methylisoxazole-4-carbonyl chloride
67305-24-2

5-methylisoxazole-4-carbonyl chloride

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

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

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;86%
5-methylisoxazole-4-carbonyl chloride
67305-24-2

5-methylisoxazole-4-carbonyl chloride

benzylamine
100-46-9

benzylamine

N-benzyl-5-methylisoxazole-4-carboxamide

N-benzyl-5-methylisoxazole-4-carboxamide

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

ammonium thiocyanate

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

2-amino-5-ethyl-1,3,4-thiadiazole

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

5-methylisoxazole-4-carbonyl chloride

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

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

Conditions
ConditionsYield
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%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

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

5-(3-methylphenyl)-1,3,4-thiadiazol-2-amine

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

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

Conditions
ConditionsYield
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%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

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

2-amino-5-cyclopropyl-1,3,4-thiadiazole

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

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

Conditions
ConditionsYield
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%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

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

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

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

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

Conditions
ConditionsYield
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%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

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

5-(2-methylphenyl)-1,3,4-thiadiazol-2-amine

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

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

Conditions
ConditionsYield
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%
ammonium thiocyanate

ammonium thiocyanate

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

5-methyl-1,3,4-thiadiazol-2-amine

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

5-methylisoxazole-4-carbonyl chloride

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

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

Conditions
ConditionsYield
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%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

2,4-dichlorobenzohydrazide
5814-06-2

2,4-dichlorobenzohydrazide

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

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

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

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

2-methylbenzohydrazide
7658-80-2

2-methylbenzohydrazide

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

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

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

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

3-methylbenzoyl hydrazine
13050-47-0

3-methylbenzoyl hydrazine

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

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

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

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

p-toluic hydrazide
3619-22-5

p-toluic hydrazide

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

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

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

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

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

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

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

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

Conditions
ConditionsYield
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%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

Nicotinic acid hydrazide
553-53-7

Nicotinic acid hydrazide

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

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

Conditions
ConditionsYield
With PEG-600 In dichloromethane at 20℃; for 1.5h; ultrasonic irradiation;83.2%
[1,3,4]Thiadiazol-2-ylamin
4005-51-0

[1,3,4]Thiadiazol-2-ylamin

ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

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

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

Conditions
ConditionsYield
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%
5-methylisoxazole-4-carbonyl chloride
67305-24-2

5-methylisoxazole-4-carbonyl chloride

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

1-(3-amino-7-methoxy-benzofuran-2-yl)-ethanone

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

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

Conditions
ConditionsYield
In tetrahydrofuran at 65℃; for 2h;81.9%
5-methylisoxazole-4-carbonyl chloride
67305-24-2

5-methylisoxazole-4-carbonyl chloride

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

3-aminobenzofuran-2-carboxamide

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

N-(2-carbamoylbenzofuran-3-yl)-5-methylisoxazole-4-carboxamide

Conditions
ConditionsYield
In tetrahydrofuran at 65℃; for 2h;80.7%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

4-chlorobenzoic acid hydrazide
536-40-3

4-chlorobenzoic acid hydrazide

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

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

Conditions
ConditionsYield
With PEG-600 In dichloromethane at 20℃; for 1.5h; ultrasonic irradiation;80.1%
5-methylisoxazole-4-carbonyl chloride
67305-24-2

5-methylisoxazole-4-carbonyl chloride

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

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

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

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

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one80%
ammonium thiocyanate

ammonium thiocyanate

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

5-methylisoxazole-4-carbonyl chloride

4-fluorobenzoyl hydrazide
456-06-4

4-fluorobenzoyl hydrazide

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

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

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

67305-24-2Relevant articles and documents

Synthesis of N-heteroaroyl aminosaccharide derivatives as fibroblast growth factor 2 signaling modulators

Dong, Jin,Yao, Shuowei,Zhou, Xiaodong,Zhang, Lijuan,Xu, Yungen

, p. 1210 - 1215 (2010)

Fibroblast growth factor 2 (FGF2) signaling plays an important role in angiogenesis. Heparin/heparan sulfate (HS) is required for FGF2 signaling but heparin mimics either promotes or inhibits FGF2 signaling. To take advantage such properties of heparin mimics, a series of N-heteroaroyl aminosaccharide derivatives were designed and synthesized as FGF2 signaling modulators. The bioactivity was determined in a FGF2 and heparin-dependent cell proliferation assay using FGFR1c expressing BaF3 cells. We found that most of the compounds inhibited heparin- and FGF2-dependent BaF3 cell proliferation while three compounds promoted the cell proliferation. These results suggest that the small molecular heparin mimics approach might be useful in developing novel anti-angiogenic agents.

Novel imidazole derivatives having FLT3-inhibitory activity and use thereof

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Paragraph 0388-0391, (2020/04/22)

The present invention relates to a novel benzoimidazole derivative having fms-like tyrosine kinase 3 (FLT3) inhibitory activity, and a use thereof. The novel benzoimidazole derivative or a pharmaceutically acceptable salt thereof according to the present invention exhibits excellent inhibitory activity on FLT3, thereby being expected for target treatment through further fundamental approach in preventing or treating acute myeloid leukemia (AML).COPYRIGHT KIPO 2020

SPIROCYCLIC HAT INHIBITORS AND METHODS FOR THEIR USE

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Page/Page column 677, (2016/04/10)

Compounds having a structure of Formula (IX) or a stereoisomer, tautomer or pharmaceutically acceptable salt thereof, wherein R1, R2a, R2b, R3a, R3b, R4a, R4b, Q1----Q2, R6, R7, A, B, W, x, and y are as defined herein and are provided. Pharmaceutical compositions comprising such compounds and methods for treating various HAT-related conditions or diseases, including cancer, by administration of such compounds are also provided.

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