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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 Impurity 27;dasatinib interMediate;Dasatinib EP Impurity-A;2-AMino-N-(2-chloro-6-Meth
CBNumber:
CB61090897
Molecular Formula:
C11H10ClN3OS
Molecular Weight:
267.73
MDL Number:
MFCD10000630
MOL File:
302964-24-5.mol
Last updated:2024-04-02 14:59:00

2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide Properties

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)
FDA UNII VG8Y584N6R

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
HS Code  29333990
NFPA 704
0
1 0

2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical A2773 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide >98.0%(GC)(T) 302964-24-5 1g $41 2024-03-01 Buy
TCI Chemical A2773 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide >98.0%(GC)(T) 302964-24-5 5g $62 2024-03-01 Buy
TRC A603910 2-Amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide 302964-24-5 10g $1455 2021-12-16 Buy
American Custom Chemicals Corporation HCH0029530 2-AMINO-N-(2-CHLORO-6-METHYLPHENYL)THIAZOLE-5-CARBOXAMIDE 95.00% 302964-24-5 1G $846.5 2021-12-16 Buy
SynQuest Laboratories 8H70-5-X5 2-Amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide 98% 302964-24-5 100g $1149 2021-12-16 Buy
Product number Packaging Price Buy
A2773 1g $41 Buy
A2773 5g $62 Buy
A603910 10g $1455 Buy
HCH0029530 1G $846.5 Buy
8H70-5-X5 100g $1149 Buy

2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide Chemical Properties,Uses,Production

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].
2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide synthesis

302964-06-3
302964-24-5
Synthesis of 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide from Dasatinib
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Huanfu Industrial Co.,(Shanghai)Ltd.
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View Lastest Price from 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide pictures 2024-03-29 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
302964-24-5
US $6.00-0.20 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
2-amino-N-(2-chloro-6-methyl-phenyl)thiazole-5-carboxamide pictures 2023-12-20 2-amino-N-(2-chloro-6-methyl-phenyl)thiazole-5-carboxamide
302964-24-5
US $0.00-0.00 / kg 1kg 98% 1 ton Nanjing Fred Technology Co., Ltd
2-Amino-N- (2-chloro-6-methylphenyl) Thiazole-5-Carboxamide pictures 2023-06-19 2-Amino-N- (2-chloro-6-methylphenyl) Thiazole-5-Carboxamide
302964-24-5
US $5.00-2.00 / KG 1KG 99% 10000kg Hebei Guanlang Biotechnology Co,.LTD
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 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)-5-thiazolecarboxaMide 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide(Intermediate of Dasatinib) 2-AMINO-N-(2-CHLORO-6-METHYLPHENYL)THIAZOLE-5-CARBOXAMIDE 2-AMino-N-(2-chloro-6-Methylphenyl)thiazole-5-carb 2-aMino-N-(2-chloro-6-Methylphenyl)-1,3-thiazole-5-carboxaMide dasatinib interMediate 2-Amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide 98% EOS-61515 The dimer impurity Dasatinib Impurity 27 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide > 2-Amino-N-(2-chL Dasatinib Aminothiazole Impurity 2- Amino-N - (2-chloro-6-methylphenyl) thiazole-5-carboxylamide Dasatinib Impurity L 2-Amino-N - (2-chloro-6-methylphenyl) thiazole-5-formamide 2-Amino-N-(2-chloro-6-methylphenyl)thiazol-5-carboxamide 2-Amino-N - (2-chloro-6-methylphenyl) -5-thiazolamide Dasatinib EP Impurity-A 302964-24-5 392064-08-5 Dasatinib API intermediates