59418-09-6|Methyl 4-thiazolecarboxylate| Ambeed

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Quality Control of [ 59418-09-6 ] Purity: 98% SDS Specification

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Product Details of [ 59418-09-6 ]

CAS No. :	59418-09-6
Formula :	C₅H₅NO₂S
M.W :	143.16
SMILES Code :	O=C(C1=CSC=N1)OC
MDL No. :	MFCD06410940
InChI Key :	KUWWRNNYEYGSBQ-UHFFFAOYSA-N
Pubchem ID :	2773414

Safety of [ 59418-09-6 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 59418-09-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 59418-09-6 ]

[ 59418-09-6 ] Synthesis Path-Downstream 1~30

1
[ 67-56-1 ]
[ 3973-08-8 ]
[ 59418-09-6 ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20℃; for 5h;	General procedure: 2.5mmol thiazole-4-carboxyli acid and 2.0mmol alcohol were dissolved in 25mL dichloromethane (DCM) in a dry flask with continuous stirring, followed by the addition of 2.5mmol 3-(3-dimethylaminopropyl) -1-ethylcarbodiimide hydrochloride. When the temperature of the reaction system cooled to 0C, 0.2mmol 4-dimethylaminopyridine was added dropwise and reacted for 1hat 0C. Then the temperature was elevated to room temperature for another 4h reaction. The reaction was stopped by adding 25mL saturated NaHCO3 solution and extracted twice with 20mL dichloromethane (2×20mL). The extracted organic layers were first dried by anhydrous Na2SO4, and then filtered and concentrated under vacuum distillation, obtaining the crude products. Finally, the crude products were further purified using column chromatography (ethy lacetate:petroleum ether, 1:5). 5.1.1.1 36 Methyl thiazole-4-carboxylate (B-1) Light yellow solid; 53.4% yield; 97.06% purity. 1H NMR (300MHz, CDCl3) delta 8.85 (d, J=2.1Hz, 1H), 8.25 (d, J=2.1Hz, 1H), 3.96 (s, 3H). 13C NMR (75MHz, CDCl3) delta 161.8, 153.5, 147.9, 127.4, 52.5. HRMS-ESI (m/z): calcd for C5H5NO2S [M+H]+: 144.0114, found 144.0010. Mp: 73.7-73.9C.

References: [1]Organic Letters,2008,vol. 10,p. 2909 - 2912.
[2]Chemistry - A European Journal,2011,vol. 17,p. 14450 - 14463.
[3]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1953,vol. 73,p. 126.
Chem.Abstr.,1953,p. 12358.
[4]European Journal of Medicinal Chemistry,2018,vol. 145,p. 64 - 73.

2
[ 59418-09-6 ]
[ 106-40-1 ]
[ 10538-10-0 ]

References: [1]Journal of the Chemical Society C: Organic,1966,p. 1354 - 1356.

3
[ 42258-90-2 ]
[ 59418-09-6 ]

Yield	Reaction Conditions	Operation in experiment
80.8%	With manganese(IV) oxide; In acetonitrile; at 50℃; for 36.0h;	Add 3.09 (0.02 mol) of thiazolidine-4-carboxylic acid methyl ester, 175 mL of acetonitrile to a 250 mL four-necked flask.40.0 g (0.46 mol) of MnO2 after activation at 300 C.The reaction was carried out at 50 C for 36 h (GC followed the progress of the reaction).After cooling, it was filtered, and the filtrate was evaporated under reduced pressure to remove solvent.Methyl thiazole-4-carboxylate 2.369 was obtained in a yield of 80.8%.

References: [1]Patent: CN109574953,2019,A .Location in patent: Paragraph 0021; 0026-0027; 0031; 0036-0037; 0041; 0046-0047.
[2]Chemistry Letters,1982,p. 1975 - 1978.

4
[ 186581-53-3 ]
[ 3973-08-8 ]
[ 59418-09-6 ]

References: [1]Tetrahedron Letters,1995,vol. 36,p. 9293 - 9296.

5
[ 59418-09-6 ]
[ 75-77-4 ]
methyl 5-trimethylsilyl-4-thiazolecarboxylate [ No CAS ]
methyl 2-trimethylsilyl-4-thiazolecarboxylate [ No CAS ]

References: [1]Tetrahedron Letters,1995,vol. 36,p. 9293 - 9296.

6
[ 60667-24-5 ]
[ 59418-09-6 ]

References: [1]Journal fur Praktische Chemie - Chemiker-Zeitung,1997,vol. 339,p. 96 - 97.

7
[ 59418-09-6 ]
[ 591-50-4 ]
[ 99972-45-9 ]
[ 133415-16-4 ]
[ 7113-02-2 ]

References: [1]Organic Letters,2008,vol. 10,p. 2909 - 2912.
[2]Organic Letters,2008,vol. 10,p. 2909 - 2912.

8
[ 59418-09-6 ]
[ 591-50-4 ]
[ 99972-45-9 ]
[ 7113-02-2 ]

References: [1]Organic Letters,2008,vol. 10,p. 2909 - 2912.

9
[ 59418-09-6 ]
[ 591-50-4 ]
[ 133415-16-4 ]
[ 7113-02-2 ]

References: [1]Organic Letters,2008,vol. 10,p. 2909 - 2912.

10
[ 623-03-0 ]
[ 59418-09-6 ]
[ 1362690-90-1 ]
[ 1372925-70-6 ]