2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
- Product Name
- 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
- CAS No.
- 302964-24-5
- Chemical Name
- 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
- Synonyms
- EOS-61515;2-Amino-N-(2-chL;Dasatinib Int N-2;The dimer impurity;Dasatinib IMpurity 2;Dasatinib Impurity L;Dasatinib Impurity09;Dasatinib Impurity 27;Dasatinib Impurity 65;dasatinib interMediate
- CBNumber
- CB61090897
- Molecular Formula
- C11H10ClN3OS
- Formula Weight
- 267.73
- MOL File
- 302964-24-5.mol
2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide Property
- Melting point:
- 208.0 to 212.0 °C
- Boiling point:
- 362.0±37.0 °C(Predicted)
- Density
- 1.474±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- DMSO (Slightly), Methanol (Sparingly)
- form
- powder to crystal
- pka
- 11.09±0.70(Predicted)
- color
- White to Light yellow
- InChI
- InChI=1S/C11H10ClN3OS/c1-6-3-2-4-7(12)9(6)15-10(16)8-5-14-11(13)17-8/h2-5H,1H3,(H2,13,14)(H,15,16)
- InChIKey
- VVOXTERFTAJMAA-UHFFFAOYSA-N
- SMILES
- S1C(C(NC2=C(C)C=CC=C2Cl)=O)=CN=C1N
- CAS DataBase Reference
- 302964-24-5(CAS DataBase Reference)
Safety
- HS Code
- 29333990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P330Rinse mouth.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- A2773
- Product name
- 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $39
- Updated
- 2025/07/31
- Product number
- A2773
- Product name
- 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $59
- Updated
- 2025/07/31
- Product number
- A603910
- Product name
- 2-Amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide
- Packaging
- 10g
- Price
- $1455
- Updated
- 2021/12/16
- Product number
- P000656528
- Product name
- 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
- Purity
- 97%
- Packaging
- 250mg
- Price
- $9
- Updated
- 2021/12/16
- Product number
- P000656528
- Product name
- 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
- Purity
- 97%
- Packaging
- 1g
- Price
- $21
- Updated
- 2021/12/16
2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide Chemical Properties,Usage,Production
Description
2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide is a chemical compound characterized by its thiazole ring. This compound features an amino group (-NH2) and a carboxamide group (-C(=O)NH2), contributing to its potential as a bioactive molecule, making it of interest in medicinal chemistry and drug development.
Uses
2-Amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide, is a precursor in the synthesis of Dasatinib (D193600), a protein tyrosine kinase inhibitor, and also for 2-Amino-thiazole-5-carboxylic Acid Phenylamide Derivatives, used as potent and selective anti-tumor drugs.
Synthesis
2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide is synthesised using Tert-butyl (5-((2-chloro-6-methylphenyl)carbamoyl)thiazol-2-YL)carbamate as a raw material by chemical reaction. The specific synthesis steps are as follows:
To the stirred solution of trifluoroacetic acid (TFA) (250.0 mL) added tert-butyl (5-((2-chloro-6-methylphenyl)carbamoyl)thiazol-2-yl)carbamate 23 (25.0 g, 0.07 mol) and stirred for 2h at 25-30°C. Reaction completion was confirmed by TLC, distilled the TFA and the residue was diluted with ethyl acetate (EtOAc),(250.0 mL). Ethyl acetate layer was washed with saturated NaHCO3 solution (2 X 25.0 mL), water, followed bysaturated NaCl solution (125.0 mL). Ethyl acetate layer was dried over Na2SO4 and concentrated. The residual mass on treatment with methyl tert-butyl ether (250.0) gave 9 (16.2 g, 89percent) [11].IR (KBr, cm-1): 3382.4, 3284.85 (N-H), 1627.02 (C=O), 1644; 1H NMR spectrum (400 MHz, DMSO-d6), δ, ppm(J, Hz): 9.63 (s, 1H, thiazole-H), 7.86 (s, 1H), 7.60 (s, 2H, -NH2), 7.38 (dd, 1H, J =7.5, 4.02, Ar-H), 7.20-7.22 (m,2H, J =7.5, Ar-H), 2.20 (s, 3H, Ar-CH3); 13C NMR spectrum (100 MHz, DMSO-d6), δ, ppm: 172.2, 159.6, 143.2,138.9, 133.7, 132.5, 129.0, 128.0, 127.0, 120.7 and 18.3; MS (ESI) m/z 268.0 [M + H] + [11].
References
[1] Patent: WO2005/77945, 2005, A2. Location in patent: Page/Page column 51
2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide manufacturers
- Product
- 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide 302964-24-5
- Price
- US $10.00/ASSAYS
- Min. Order
- 1ASSAYS
- Purity
- 99%
- Supply Ability
- 1 ton
- Release date
- 2025-08-21
- Product
- 2-amino-N-(2-chloro-6-methyl-phenyl)thiazole-5-carboxamide 302964-24-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1 ton
- Release date
- 2023-12-20
- Product
- 2-Amino-N- (2-chloro-6-methylphenyl) Thiazole-5-Carboxamide 302964-24-5
- Price
- US $5.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-21