Welcome to LookChem.com Sign In|Join Free

CAS

  • or
2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, also known as TMC-120, is a thiazole derivative with a molecular formula of C11H10ClN3OS and a molecular weight of 265.7 g/mol. It is a yellow solid substance that exhibits potential medicinal properties, such as antifungal and antimicrobial activities. TMC-120 is primarily used in the pharmaceutical industry and is being investigated for its potential in treating various diseases and infections. 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide is synthesized through chemical reactions and processes in a laboratory setting.

302964-24-5 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 302964-24-5 Structure
  • Basic information

    1. Product Name: 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
    2. Synonyms: Dasatinib IMpurity 2;2-AMino-N-(2-chloro-6-Methylphenyl)thiazole-5-carboxiMide);2-Amino-5-[(2-chloro-6-methylphenyl)carbamoyl]-1,3-thiazole, 2-Amino-5-[(6-chloro-o-tolyl)carbamoyl]-1,3-thiazole;2-AMino-N-(2-chloro-6-Methylphenyl)-5-thiazolecarboxaMide;5-ThiazolecarboxaMide,2-aMino-N-(2-chloro-6-Methylphenyl);Dasatinib Int N-2;2-AMino-N-(2-chloro-6-Meth;2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
    3. CAS NO:302964-24-5
    4. Molecular Formula: C11H10ClN3OS
    5. Molecular Weight: 267.73
    6. EINECS: 1806241-263-5
    7. Product Categories: Dasatinib;API intermediates
    8. Mol File: 302964-24-5.mol
    9. Article Data: 32
  • Chemical Properties

    1. Melting Point: 208.0 to 212.0 °C
    2. Boiling Point: 362 °C at 760 mmHg
    3. Flash Point: 172.7 °C
    4. Appearance: /
    5. Density: 1.474 g/cm3
    6. Vapor Pressure: 1.99E-05mmHg at 25°C
    7. Refractive Index: 1.714
    8. Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
    9. Solubility: N/A
    10. PKA: 11.09±0.70(Predicted)
    11. CAS DataBase Reference: 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide(302964-24-5)
    13. EPA Substance Registry System: 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide(302964-24-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 302964-24-5(Hazardous Substances Data)

302964-24-5 Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide is used as a pharmaceutical compound for its antifungal and antimicrobial properties. It is being explored for its potential in treating various diseases and infections, making it a promising candidate for medicinal applications.
Used in Antifungal Applications:
In the pharmaceutical industry, 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide is used as an antifungal agent to combat fungal infections. Its ability to inhibit fungal growth makes it a valuable component in the development of antifungal medications.
Used in Antimicrobial Applications:
2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide is also used as an antimicrobial agent in the pharmaceutical industry. Its potential to inhibit the growth of bacteria and other microorganisms contributes to the development of new antimicrobial drugs and treatments.
Used in Disease and Infection Treatment Research:
In the pharmaceutical industry, 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide is used as a research compound for exploring its potential in treating various diseases and infections. Its unique properties and activities make it a valuable asset in the search for new therapeutic solutions.

Check Digit Verification of cas no

The CAS Registry Mumber 302964-24-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,0,2,9,6 and 4 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 302964-24:
(8*3)+(7*0)+(6*2)+(5*9)+(4*6)+(3*4)+(2*2)+(1*4)=125
125 % 10 = 5
So 302964-24-5 is a valid CAS Registry Number.
InChI:InChI=1/C15H17N3O/c1-9-6-10(2)14(11(3)7-9)18-15(19)12-4-5-17-8-13(12)16/h4-8H,16H2,1-3H3,(H,18,19)

302964-24-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

1.2 Other means of identification

Product number -
Other names 2-amino-N-(2-cliloro-6-metliylplienyl)thiazole-5-carboxamide

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:302964-24-5 SDS

302964-24-5Synthetic route

N-(2-chloro-6-methylphenyl)-3-ethoxyprop-2-enamide

N-(2-chloro-6-methylphenyl)-3-ethoxyprop-2-enamide

thiourea
17356-08-0

thiourea

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: N-(2-chloro-6-methylphenyl)-3-ethoxyprop-2-enamide With 1-butyl-3-methylimidazolium Tetrafluoroborate; copper(I) bromide In tetrahydrofuran for 0.5h;
Stage #2: thiourea In tetrahydrofuran at 40℃; for 1.5h; Temperature; Solvent; Reagent/catalyst;
98.9%
Stage #1: N-(2-chloro-6-methylphenyl)-3-ethoxyprop-2-enamide With N-Bromosuccinimide In 1,4-dioxane; water at 0 - 10℃;
Stage #2: thiourea In 1,4-dioxane; water at 20 - 80℃;
85 g
With N-Bromosuccinimide at -10 - 80℃;
(E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide
863127-76-8

(E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide

thiourea
17356-08-0

thiourea

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide With iodine(I) bromide; 1-n-butyl-3-methylimidazolim bromide In tetrahydrofuran at 40℃;
Stage #2: thiourea In tetrahydrofuran for 1.5h; Temperature; Concentration; Solvent; Reagent/catalyst;
98.8%
Stage #1: (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide With N-Bromosuccinimide In 1,4-dioxane; water at -10 - 22℃; for 3h;
Stage #2: thiourea In 1,4-dioxane; water at 100℃; for 2h;
Stage #3: With ammonia In 1,4-dioxane; water at 20 - 22℃;
90%
Stage #1: (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide With N-Bromosuccinimide In 1,4-dioxane at -10 - 22℃; for 3h;
Stage #2: thiourea In 1,4-dioxane at 100℃; for 2h;
Stage #3: With ammonium hydroxide In 1,4-dioxane; water at 20 - 22℃;
90%
Stage #1: (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide With N-Bromosuccinimide In 1,4-dioxane; water at 25 - 30℃; for 3h;
Stage #2: thiourea In 1,4-dioxane; water at 25 - 70℃; for 2h;
213 g
C10H9BrClNO2

C10H9BrClNO2

thiourea
17356-08-0

thiourea

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
for 0.0611111h; Microwave irradiation;97.23%
at 20℃; for 1h;95.94%
In water at 20℃; for 2h; Solvent;95.94%
C10H10ClNO2
1044209-25-7

C10H10ClNO2

thiourea
17356-08-0

thiourea

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
With copper(ll) bromide In tetrahydrofuran; water at 35 - 40℃; for 0.5h; Reagent/catalyst; Solvent;96.13%
thiourea
17356-08-0

thiourea

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide With N-Bromosuccinimide In 1,4-dioxane; water at -10 - 22℃; for 3h;
Stage #2: thiourea In 1,4-dioxane; water at 80℃; for 2h;
94.9%
3-oxo-propionic acid ethyl ester
34780-29-5

3-oxo-propionic acid ethyl ester

thiourea
17356-08-0

thiourea

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: 3-oxo-propionic acid ethyl ester With sodium methylate In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 2-chloro-6-methylaniline In tetrahydrofuran for 0.75h; Reflux;
Stage #3: thiourea Solvent; Further stages;
92.31%
Stage #1: 3-oxo-propionic acid ethyl ester; 2-chloro-6-methylaniline With sodium methylate In tetrahydrofuran for 0.75h; Reflux;
Stage #2: With copper(ll) bromide In tetrahydrofuran for 1h; Reflux;
Stage #3: thiourea In tetrahydrofuran at 20 - 25℃; for 0.25h; Reagent/catalyst;
90.94%
[5-(2-chloro-6-methylphenylcarbamoyl)thiazol-2-yl]-carbamic acid tert-butyl ester
302964-06-3

[5-(2-chloro-6-methylphenylcarbamoyl)thiazol-2-yl]-carbamic acid tert-butyl ester

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
With trifluoroacetic acid at 25 - 30℃; for 2h;89%
With trifluoroacetic acid In dichloromethane at -5 - 20℃; for 10.5h;85%
With trifluoroacetic acid at 25 - 30℃; Reagent/catalyst; Temperature;78%
N-(2-chloro-6-methylphenyl)-2-(tritylamino)thiazole-5-carboxamide

N-(2-chloro-6-methylphenyl)-2-(tritylamino)thiazole-5-carboxamide

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
With formic acid In ethanol Heating / reflux;70%
2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: i-Pr2NEt / tetrahydrofuran
2: TFA / CH2Cl2
View Scheme
Multi-step reaction with 2 steps
1: pyridine / tetrahydrofuran
2: N-Bromosuccinimide / -10 - 80 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium methylate / tetrahydrofuran / 0.17 h / 20 °C
1.2: 1 h / Reflux
1.3: 2 h / Reflux
2.1: water / 2 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium methylate / tetrahydrofuran / 10 h / 20 °C
1.2: 1 h / Reflux
2.1: copper(ll) bromide / tetrahydrofuran; water / 0.5 h / 35 - 40 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium methylate / tetrahydrofuran / 1 h / Reflux
1.2: 2 h / Reflux
2.1: 0.06 h / Microwave irradiation
View Scheme
2-chloro-N-(2-chloro-6-methyl-phenyl)-3,3-dimethoxy-propionamide

2-chloro-N-(2-chloro-6-methyl-phenyl)-3,3-dimethoxy-propionamide

thiourea
17356-08-0

thiourea

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: 2-chloro-N-(2-chloro-6-methyl-phenyl)-3,3-dimethoxy-propionamide; thiourea With hydrogenchloride; acetic acid at 50 - 65℃; for 11h; Industry scale;
Stage #2: With sodium methylate In methanol pH=8 - 9; Industry scale;
C12H13BrClNO2

C12H13BrClNO2

thiourea
17356-08-0

thiourea

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: C12H13BrClNO2; thiourea In 1,4-dioxane; water at 80℃; for 2h;
Stage #2: With ammonium hydroxide In 1,4-dioxane; water at 20 - 22℃;
5.3 g
C11H11BrClN3OS

C11H11BrClN3OS

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
In dichloromethane at 20℃;
N-(2-chloro-6-methylphenyl)-3-ethoxyprop-2-enamide

N-(2-chloro-6-methylphenyl)-3-ethoxyprop-2-enamide

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / 1,4-dioxane; water
2: dichloromethane / 20 °C
View Scheme
(E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide
863127-76-8

(E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide; water / 1,4-dioxane / 3 h / -10 - 22 °C
2: 1,4-dioxane; water / 2 h / 80 °C
View Scheme
C12H15BrClNO3
1416737-47-7

C12H15BrClNO3

thiourea
17356-08-0

thiourea

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
In 1,4-dioxane; water at 80℃; for 2h;2.4 g
2-amino-thiazole-5-carboxylic acid ethyl ester
32955-21-8

2-amino-thiazole-5-carboxylic acid ethyl ester

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: 2-chloro-6-methylaniline With ethyl bromide; iodine; magnesium In tetrahydrofuran at 0 - 20℃;
Stage #2: 2-amino-thiazole-5-carboxylic acid ethyl ester In tetrahydrofuran
17.0 g
N-(2-chloro-6-methylphenyl)-3-ethoxyprop-2-enamide

N-(2-chloro-6-methylphenyl)-3-ethoxyprop-2-enamide

N-tritylthiourea
76758-01-5

N-tritylthiourea

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: N-(2-chloro-6-methylphenyl)-3-ethoxyprop-2-enamide With N-Bromosuccinimide In 1,4-dioxane; water at 0 - 10℃;
Stage #2: N-tritylthiourea In 1,4-dioxane; water at 20 - 80℃;
85 g
3-ethoxyacryloyl chloride
6191-99-7

3-ethoxyacryloyl chloride

thiourea
17356-08-0

thiourea

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: 3-ethoxyacryloyl chloride; 2-chloro-6-methylaniline
Stage #2: thiourea With N-Bromosuccinimide
2,4-dichloro-2-methylpyrimidine
1780-26-3

2,4-dichloro-2-methylpyrimidine

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
302964-08-5

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran at -25 - -10℃; for 4h; Reagent/catalyst; Temperature;98.7%
Stage #1: 2,4-dichloro-2-methylpyrimidine; 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide In tetrahydrofuran at 5 - 20℃; for 0.75h;
Stage #2: With sodium t-butanolate In tetrahydrofuran at 5 - 10℃; for 2.25h;
97%
Stage #1: 2,4-dichloro-2-methylpyrimidine; 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide With sodium t-butanolate In tetrahydrofuran at 10 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 0 - 5℃; for 2h; pH=2 - 3; Temperature; Reagent/catalyst;
94%
C10H18N2O4

C10H18N2O4

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

C20H24ClN5O4S

C20H24ClN5O4S

Conditions
ConditionsYield
Stage #1: 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide With trimethylaluminum In hexane; dichloromethane at 20℃; for 2h;
Stage #2: C10H18N2O4 In hexane; dichloromethane at 60℃; for 5h; Solvent; Reagent/catalyst;
98%
1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

2,4-dichloro-2-methylpyrimidine
1780-26-3

2,4-dichloro-2-methylpyrimidine

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

dasatanib
302962-49-8

dasatanib

Conditions
ConditionsYield
Stage #1: 1-(2-hydroxyethyl)piperazine; 2,4-dichloro-2-methylpyrimidine With potassium phosphate; 1-butyl-3-methylimidazolium aminoethanic acid salt at 80℃; for 1.5h;
Stage #2: 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide at 20 - 80℃; for 2h; Reagent/catalyst;
92.27%
Stage #1: 1-(2-hydroxyethyl)piperazine; 2,4-dichloro-2-methylpyrimidine With potassium phosphate; 1-butyl-3-methylimidazolium aminoethanic acid salt In N,N-dimethyl acetamide at 80℃; for 2h;
Stage #2: 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide In N,N-dimethyl acetamide at 80℃; for 3h; Solvent;
89.31%
Stage #1: 1-(2-hydroxyethyl)piperazine; 2,4-dichloro-2-methylpyrimidine With copper(l) iodide; dimethylaminoacetic acid; O4P(3-)*O4P(3-)*3K(1+) In N,N-dimethyl-formamide at 20℃; for 0.666667h;
Stage #2: 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide at 120℃; for 6h; Inert atmosphere;
88.41%
Monomethyl terephthalate
1679-64-7

Monomethyl terephthalate

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

C20H16ClN3O4S

C20H16ClN3O4S

Conditions
ConditionsYield
Stage #1: Monomethyl terephthalate With triethylamine; HATU In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide In tetrahydrofuran at 20℃;
85%
2,4-dichloro-2-methylpyrimidine
1780-26-3

2,4-dichloro-2-methylpyrimidine

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

(2-(6-chloro-2-methylpyrimidine-4-ylamino)-N-(2-chloro-6-methylpbenyl)thiazole-5-carboxamide)

(2-(6-chloro-2-methylpyrimidine-4-ylamino)-N-(2-chloro-6-methylpbenyl)thiazole-5-carboxamide)

Conditions
ConditionsYield
With sodium t-butanolate In tetrahydrofuran at 10 - 30℃; Inert atmosphere; Large scale;83.5%
2-(4-(6-chloro-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol
127116-19-2

2-(4-(6-chloro-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

dasatanib
302962-49-8

dasatanib

Conditions
ConditionsYield
In 1,4-dioxane at 75℃; for 3h; Concentration;83.2%
With potassium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl at 100 - 110℃; for 20h;
chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

N-(2-chloro-6-methylphenyl)-2-(2-chloroacetamido)-5-thiazolecarboxamide
1323138-80-2

N-(2-chloro-6-methylphenyl)-2-(2-chloroacetamido)-5-thiazolecarboxamide

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 0 - 60℃; for 3.08h;80.6%
With triethylamine In dichloromethane at 0 - 20℃;73.6%
p-(chloromethyl)benzoyl chloride
876-08-4

p-(chloromethyl)benzoyl chloride

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

N-(2-chloro-6-methylphenyl)-2-[4-(chloromethyl)benzamido]thiazole-5-carboxamide

N-(2-chloro-6-methylphenyl)-2-[4-(chloromethyl)benzamido]thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide With triethylamine In tetrahydrofuran for 0.25h; Cooling;
Stage #2: p-(chloromethyl)benzoyl chloride In tetrahydrofuran for 3h;
76.44%
2-((pyridin-4-ylmethyl)amino)nicotinic acid
854382-06-2

2-((pyridin-4-ylmethyl)amino)nicotinic acid

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

N-(2-chloro-6-methylphenyl)-2-(2-((pyridin-4-ylmethyl)amino)nicotinamido)thiazole-5-carboxamide

N-(2-chloro-6-methylphenyl)-2-(2-((pyridin-4-ylmethyl)amino)nicotinamido)thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: 2-((pyridin-4-ylmethyl)amino)nicotinic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.5h; Cooling with ice;
Stage #2: 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide In N,N-dimethyl-formamide at 20℃; for 16h; Cooling with ice;
74.1%
6-bromohexanoic acid
4224-70-8

6-bromohexanoic acid

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

C17H20ClN3O3S

C17H20ClN3O3S

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 60℃;62%
2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

2-bromo-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-07-4

2-bromo-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 20℃;51%
With copper(I) bromide; sodium nitrite
tert.-butylnitrite
540-80-7

tert.-butylnitrite

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

2-bromo-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-07-4

2-bromo-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
With copper(ll) bromide In acetonitrile at 20℃;51%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

C25H18Cl3N9O2S2

C25H18Cl3N9O2S2

Conditions
ConditionsYield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide With sodium t-butanolate In tetrahydrofuran at 0 - 20℃; for 1.5h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water
40%
2,4-dichloro-6-methyl-1,3,5-triazine
1973-04-2

2,4-dichloro-6-methyl-1,3,5-triazine

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

C15H12Cl2N6OS
1035343-44-2

C15H12Cl2N6OS

Conditions
ConditionsYield
With diisopropylamine In tetrahydrofuran at 0 - 20℃; for 2.5h;33%
With diisopropylamine In tetrahydrofuran at 0 - 20℃; for 2.5h;33%
2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Tert-butyl isocyanate
1609-86-5

Tert-butyl isocyanate

2-[[[(1,1-dimethylethyl)amino]carbonyl]amino]-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide

2-[[[(1,1-dimethylethyl)amino]carbonyl]amino]-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 1h;28%
cyclopropanecarboxylic anhydride
33993-24-7

cyclopropanecarboxylic anhydride

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

2-[(Cyclopropylcarbonyl)amino]-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide

2-[(Cyclopropylcarbonyl)amino]-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide

Conditions
ConditionsYield
In 1,4-dioxane at 93℃;17%
In 1,4-dioxane at 93℃;11 mg
2,4-dichloro-6-iso-butyl-1,3,5-triazine
536993-71-2

2,4-dichloro-6-iso-butyl-1,3,5-triazine

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

C18H18Cl2N6OS
1258411-45-8

C18H18Cl2N6OS

Conditions
ConditionsYield
With diisopropylamine In tetrahydrofuran at 0℃; for 6h;9%
2-furancarbonyl chloride
527-69-5

2-furancarbonyl chloride

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

N-(2-chloro-6-methylphenyl)-2-[(2-furanylcarbonyl)amino]-5-thiazolecarboxamide

N-(2-chloro-6-methylphenyl)-2-[(2-furanylcarbonyl)amino]-5-thiazolecarboxamide

Conditions
ConditionsYield
With dmap In tetrahydrofuran
cyclopropanecarboxylic acid chloride
4023-34-1

cyclopropanecarboxylic acid chloride

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

2-[(Cyclopropylcarbonyl)amino]-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide

2-[(Cyclopropylcarbonyl)amino]-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide

Conditions
ConditionsYield
With dmap In tetrahydrofuran
benzoyl chloride
98-88-4

benzoyl chloride

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

2-(benzoylamino)-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide

2-(benzoylamino)-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide

Conditions
ConditionsYield
With dmap In tetrahydrofuran
4-chloro-2-methylpyrimidine
4994-86-9

4-chloro-2-methylpyrimidine

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

N-(2-chloro-6-methylphenyl)-2-(2-methylpyrimidin-4-ylamino)thiazole-5-carboxamide

N-(2-chloro-6-methylphenyl)-2-(2-methylpyrimidin-4-ylamino)thiazole-5-carboxamide

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran

302964-24-5Relevant articles and documents

SUBSTITUTED ARYLUREA COMPOUNDS FOR INDUCING APOPTOSIS AND COMPOSITION FOR ANTICANCER COMPRISING THE SAME

-

, (2021/08/17)

The present invention relates to a substituted arylurea compound inducing apoptosis and an anticancer composition comprising the same. The present invention relates to a novel compound capable of preventing, treating and alleviating cancer diseases such as prostate cancer, breast cancer, lung cancer, colorectal cancer, and skin cancer by inhibiting apoptosis of cancer cells and inhibiting proliferation of cancer cells.

Protein kinase inhibitor and use thereof

-

Paragraph 0091; 0098-0099; 0135; 0138-0139, (2021/01/21)

The present invention provides a compound of formula 1 having an activity of inhibiting protein kinase and its use.

Preparation process of dasatinib

-

Paragraph 0055; 0056-0064; 0081; 0082; 0083; 0084-0086, (2019/06/27)

The invention relates to a preparation process of dasatinib. The preparation process includes the following steps that 3-ethyl propionate reacts with 2-chlorine-6-methylaniline under an alkaline condition to obtain a compound 3; the compound 3, copper bromide and thiourea react under action of hydroxyethyl-beta-cyclodextrin to obtain 2-amino-N-(2-chlorine-6-methyl phenyl) thiazole-5-formamide through a heating reaction; secondly, 4,6-dichloro-2-methyl pyrimidine reacts with N-hydroxyethyl piperazine, 2-amino-N-(2-chloro-6-methyl phenyl) thiazole-5-formamide sequentially in the presence of alkali, a catalytic system and an organic solvent, and a compound 1, namely dasatinib, is obtained. The conditions are mild, the steps are simple, the process is environmentally friendly, the yield is high, and the process is suitable for industrial production.

A reach [...] preparation method

-

Paragraph 0033; 0051-0056; 0071-0076, (2019/07/01)

The invention relates to a preparation method of up to [...], the method comprises the following steps: 3 - ethyl oxo propionic acid under alkaline condition first with 2 - chloro - 6 - methylaniline reaction, then adding [...] copper solution reaction, to obtain compound 3; with the thiourea reaction, from 2 - amino - N - (2 - chloro - 6 - methyl phenyl) thiazole - 5 - carboxamide; after the 4, 6 - dichloro - 2 - methyl pyrimidine in alkali, catalytic system, organic solvents, successively with the N - hydroxyethyl piperazine, 2 - amino - N - (2 - chloro - 6 - methyl phenyl) thiazole - 5 - carboxamide reaction, to obtain compound 1, has reached the [...]. Mild condition of this invention, the step is simple, short reaction time, speed, friendly to the environment and have high yield, is suitable for industrial production.

Preparation method of dasatinib intermediate

-

Paragraph 0041-0048; 0053; 0054, (2019/04/04)

The invention relates to a preparation method of a dasatinib intermediate. The method comprises the following steps: performing heating reflux on ethyl 3-oxopropanoate and 2-chloro-6-methylaniline under alkaline conditions, adding copper bromide, and performing warming reflux to obtain a compound 2; and cyclizing the compound 2 and thiourea in a solvent PEG 400 to obtain a target product, namely 2-amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. The method involved in the invention has mild conditions, simple steps, environmental friendliness and high yield, and is suitable for industrial production.

Preparation process of dasatinib

-

Paragraph 0034; 0053-0064; 0079; 0080, (2019/05/08)

The invention relates to a preparation process of dasatinib. The method comprises the following steps: enabling 3-oxopropionic acid ethyl ester to react firstly with 2-chlo-6-methylaniline under an alkaline condition, then adding a solvent dissolved with cupric bromide, and reacting to obtain a compound 3; cyclizing the compound 3 and thiourea in solvent water to obtain 2-amino-N-(2-chlo-6-methylphenyl)thiazole-5-formamide; and then synthesizing dasatinib from 4,6-dichloro-2-methyl pyrimidine, N-ethoxyl piperazine, and 2-amino-N-(2-chlo-6-methyl phenyl)thiazole-5-formamide through a one-pot method under the actions of an alkali K3PO4 and a catalyst 1-butyl-3-methylimidazole glycinate. The conditions are mild, the steps are simple, and the preparation process is environmentally-friendly, high in yield and suitable for industrial production.

Method for preparing dasatinib tablets

-

Paragraph 0043-0056; 0069-0074, (2019/04/04)

The invention relates to a method for preparing dasatinib tablets. The method comprises the following steps: enabling 3-oxo-ethyl propionate to react with 2-chlorine-6-methylaniline under an alkali condition, further adding a solvent in which cupric bromide is dissolved to carry out a reaction, further adding thiourea, and cyclizing with a catalyst so as to obtain 2-amino-N-(2-chlorine-6-methyphenyl)thiazole-5-formamide; further synthesizing dasatinib tablets from 4,6-dichloro-2-methyl pyrimidine, N-ethoxy piperazine and 2-amino-N-(2-chlorine-6-methyphenyl)thiazole-5-formamide according to a one-pot method under the action of an alkali and an ionic liquid 1-butyl-3-methylimidazole glycinate. The method is mild in condition, simple in step, environmentally friendly, high in yield and applicable to industrial production.

Process for preparing dasatinib

-

Paragraph 0041-0048; 0056-0063, (2019/03/08)

The invention relates to a process for preparing dasatinib. The process includes steps of carrying out heating reflux on 3-oxo-propionic acid ethyl ester and 2-chlorine-6-methylaniline under alkalineconditions, adding cupric bromide, carrying out temperature-rise reflux, adding thiourea and a catalyst heteropoly acid salt, and carrying out room-temperature stirring reaction to obtain 2-amine-N-(2-chlorine-6-methyl phenyl)thiazole-5-formamide; carrying out 'one-pot reaction' on the 2-amine-N-(2-chlorine-6-methyl phenyl)thiazole-5-formamide, 4, 6-dichloro-2-methylpyrimidine and N-hydroxyethyl piperazine under the effects of catalysts to obtain the dasatinib. The process has the advantages of mild condition, simple step, environmental friendliness, high yield and applicability to industrialproduction.

Scalable and impurity-free process for dasatinib: Src and BCR-Abl inhibitor

Buchappa,Sagar Vijay Kumar,Durga Prasad,Aparna

, p. 1621 - 1628 (2018/06/12)

An efficient, telescopic, impurity-free and scalable process for Bcr-Abl and Src family tyrosine kinase inhibitor for synthesis of Dasatinib with high yield and purity is described.

AN IMPROVED PROCESS FOR THE PREPARATION OF DASATINIB POLYMORPH

-

Page/Page column 9-10, (2018/06/22)

The present invention is related to an improved process for the preparation of dasatinib anhydrous crystalline Neat form N-6 with high purity and high yield. The present invention also relates to purification of dasatinib crystalline Neat form N-6.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 302964-24-5