77168-63-9

Basic information

• Product Name: 4-(4-Pyridinyl)thiazole-2-thiol
• Synonyms: 4-(pyridin-4-yl)thiazole-2-thiol;2(3H)-Thiazolethione,4-(4-pyridinyl)-;4-(4-pyridinyl)-2(3H)-Thiazolethione;4-(4-Pyridinyl)thiazole-2-thiol;2-mercapto-4-(pyridine-4-yL) tniazoLe;4-(4-Pyridinyl)thiaz;2(3H)-Thiazolethione,4-(4-pyridinyl)-EINECS
• CAS NO: 77168-63-9
• Molecular Formula: C₈H₆N₂S₂
• Molecular Weight: 194.28
• EINECS: 1533716-785-6
• Mol File: 77168-63-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 356.135 °C at 760 mmHg
• Flash Point: 169.184 °C
• Appearance: /
• Density: 1.356 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.671
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 7.01±0.40(Predicted)
• CAS DataBase Reference: 4-(4-Pyridinyl)thiazole-2-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Pyridinyl)thiazole-2-thiol(77168-63-9)
• EPA Substance Registry System: 4-(4-Pyridinyl)thiazole-2-thiol(77168-63-9)

Safety Data

• Hazardous Substances Data: 77168-63-9(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow powder

Uses

4-(4-Pyridinyl)thiazole-2-thiol is a reactant used to synthesize novel thiazolidine derivatives and azetidinone derivatives, which possess antiproliferative activity and inhibitory activity against the proliferation of the MCF-7 breast cancer cell line.

InChI:InChI=1/C8H6N2S2/c11-8-10-7(5-12-8)6-1-3-9-4-2-6/h1-5H,(H,10,11)

Synthetic route

4-(pyridin-4-yl)thiazole-2(3H)-thione → [4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9)

Conditions	Yield
With acetic acid for 5h; Reflux;	85.2%

4-(bromoacetyl)pyridine (6221-13-2) + ammonium dithiocarbamate (513-74-6) → [4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9)

Conditions	Yield
at 0 - 25℃; for 5h;	82.6%
In ethanol; water at 0℃; Reflux;

methyl (4-pyridyl) ketone (1122-54-9) → [4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: bromine / tetrachloromethane / 2 h / -5 - 78 °C 2: ethanol / 5 h / 20 °C 3: acetic acid / 5 h / Reflux View Scheme

benzhydryl 3-chloro-7β-(α-phenylacetamido)-3-cephem-4-carboxylate (63821-56-7) + [4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → diphenylmethyl 7-phenylacetamido-3-[4-(1-methyl-4-pyridyl)-2-thiazolylthio]-3-cephem-4-carboxylate hydrochloride

Conditions	Yield
With tert.-butylhydroperoxide In tetrachloromethane at 88℃; for 0.5h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Darkness;	97.1%

7β-phenylacetamido-3-(4-methylbenzenesulfonyloxy)-3-dimethylcephem-4-carboxylic acid + [4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → 7β-phenylacetamido-3-[4-(1-methyl-4-pyridyl)thiazol-2-yl]-3-cephem-4-carboxylicacid diphenylmethyl ester

Conditions	Yield
Stage #1: [4-(4-pyridyl)-1,3-thiazol-2-yl]thiol With sodium methylate In tetrahydrofuran at 20℃; for 0.5h; Large scale; Stage #2: 7β-phenylacetamido-3-(4-methylbenzenesulfonyloxy)-3-dimethylcephem-4-carboxylic acid In tetrahydrofuran for 4h; Reagent/catalyst; Solvent; Large scale;	90%

benzhydryl (6R,7R)-7β-[(phenylacetyl)amino]-3-[(methylsulfonyl)oxy]-3-cephem-4-carboxylate (92096-37-2) + [4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → (6R,7R)-8-Oxo-7-phenylacetylamino-3-(4-pyridin-4-yl-thiazol-2-ylsulfanyl)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester + 4-(2-{[(6R,7R)-2-[(diphenylmethoxy)carbonyl]-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]sulfanyl}-1,3-thiazol-4-yl)pyridine (400827-68-1)

Conditions	Yield
With sodium methylate In tetrahydrofuran; methanol at -5℃; for 2h; Title compound not separated from byproducts;	A n/a B 81%

(7R)-7-[(phenylacetyl)amino]-3-trifluoromethanesulfonyloxy-3-cephem-4-carboxylate, 4-methoxybenzyl ester (123054-30-8) + [4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → p-methoxybenzyl 7β-phenylacetamido-3-[4-(4-pyridyl)-1,3-thiazol-2-yl]thio-3-cephem-4-carboxylate (189345-50-4)

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 2h;	79%

8-methyl-8-azabicyclo[3.2.1]octan-3-ylethanesulfonate (35179-02-3) + [4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → 2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)thio)-4-(pyridin-4-yl)thiazole

Conditions	Yield
With sodium carbonate In tetrahydrofuran Reflux;	39%

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) + (6R,7S)-7-{2-[(Z)-2-Fluoro-ethoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-3-trifluoromethanesulfonyloxy-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester → (6R,7S)-7-{2-[(Z)-2-Fluoro-ethoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-3-(4-pyridin-4-yl-thiazol-2-ylsulfanyl)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Conditions	Yield
With sodium hydride In tetrahydrofuran Ambient temperature;

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) + (4R,5R,6S,8R)-p-nitrobenzyl-3-(diphenylphosphoryloxy)-4-methyl-6-(1-(trimethylsilyloxy)ethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate (161692-28-0) → (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-(4-pyridin-4-yl-thiazol-2-ylsulfanyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (161681-62-5)

Conditions	Yield
With sodium hydride In tetrahydrofuran; toluene at 5℃; for 18h;

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → 7β-amino-3-[4-(1-methyl-4-pyridinio)-1,3-thiazol-2-yl]thio-3-cephem-4-carboxylate (189345-52-6)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 79 percent / sodium hydride / tetrahydrofuran / 2 h / 20 °C 2.1: dimethylformamide / 16 h / 20 °C 3.1: phosphorus pentachloride; pyridine / CH2Cl2 / 1 h / 5 °C 3.2: MeOH / CH2Cl2 / 0.5 h / -20 °C 4.1: 8.28 g / TFA; anisole / CH2Cl2 / 1 h / 20 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → 7β-amino-3-[4-(1-methyl-4-pyridinio)-1,3-thiazol-2-yl]thio-3-cephem-4-carboxylate dihydrochloride

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 81 percent / sodium methoxide / methanol; tetrahydrofuran / 2 h / -5 °C 2.1: 97 percent / dimethylformamide / 8 h / 20 °C 3.1: phosphorus pentachloride; pyridine / CH2Cl2 / 1 h / 5 °C 3.2: 93 percent / iso-butanole / CH2Cl2 / 3 h / 20 °C 4.1: 76 percent / conc. HCl / acetonitrile; H2O / 0.5 h / 20 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → C21H18N8O5S4

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 79 percent / sodium hydride / tetrahydrofuran / 2 h / 20 °C 2.1: dimethylformamide / 16 h / 20 °C 3.1: phosphorus pentachloride; pyridine / CH2Cl2 / 1 h / 5 °C 3.2: MeOH / CH2Cl2 / 0.5 h / -20 °C 4.1: 8.28 g / TFA; anisole / CH2Cl2 / 1 h / 20 °C 5.1: 38 percent / NaHCO3 / tetrahydrofuran; H2O / 5 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → (6R,7R)-7-[[2(Z)-ethoxyimino-[5-amino-1,2,4-thiadiazol-3-yl]acetyl]amino]-3-[[4-(1-methyl-pyridinium-4-yl)thiazol-2-yl]sulfanyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 79 percent / sodium hydride / tetrahydrofuran / 2 h / 20 °C 2.1: dimethylformamide / 16 h / 20 °C 3.1: phosphorus pentachloride; pyridine / CH2Cl2 / 1 h / 5 °C 3.2: MeOH / CH2Cl2 / 0.5 h / -20 °C 4.1: 8.28 g / TFA; anisole / CH2Cl2 / 1 h / 20 °C 5.1: 62 percent / NaHCO3 / tetrahydrofuran; H2O / 0.5 h / 5 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → C23H22N8O5S4

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 79 percent / sodium hydride / tetrahydrofuran / 2 h / 20 °C 2.1: dimethylformamide / 16 h / 20 °C 3.1: phosphorus pentachloride; pyridine / CH2Cl2 / 1 h / 5 °C 3.2: MeOH / CH2Cl2 / 0.5 h / -20 °C 4.1: 8.28 g / TFA; anisole / CH2Cl2 / 1 h / 20 °C 5.1: 41 percent / NaHCO3 / tetrahydrofuran; H2O / 5 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → C21H17FN8O5S4

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 79 percent / sodium hydride / tetrahydrofuran / 2 h / 20 °C 2.1: dimethylformamide / 16 h / 20 °C 3.1: phosphorus pentachloride; pyridine / CH2Cl2 / 1 h / 5 °C 3.2: MeOH / CH2Cl2 / 0.5 h / -20 °C 4.1: 8.28 g / TFA; anisole / CH2Cl2 / 1 h / 20 °C 5.1: 23 percent / NaHCO3 / tetrahydrofuran; H2O / 5 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → C25H24N8O5S4

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 79 percent / sodium hydride / tetrahydrofuran / 2 h / 20 °C 2.1: dimethylformamide / 16 h / 20 °C 3.1: phosphorus pentachloride; pyridine / CH2Cl2 / 1 h / 5 °C 3.2: MeOH / CH2Cl2 / 0.5 h / -20 °C 4.1: 8.28 g / TFA; anisole / CH2Cl2 / 1 h / 20 °C 5.1: 38 percent / NaHCO3 / tetrahydrofuran; H2O / 5 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → (6R,7R)-7-{(2Z)-2-(ethoxyimino)-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetylamino}-3-{[4-(1-methyl-4-pyridin-1-iumyl)-1,3-thiazol-2-yl]sulfanyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Conditions

Yield

Multi-step reaction with 5 steps 1.1: 81 percent / sodium methoxide / methanol; tetrahydrofuran / 2 h / -5 °C 2.1: 97 percent / dimethylformamide / 8 h / 20 °C 3.1: phosphorus pentachloride; pyridine / CH2Cl2 / 1 h / 5 °C 3.2: 93 percent / iso-butanole / CH2Cl2 / 3 h / 20 °C 4.1: 76 percent / conc. HCl / acetonitrile; H2O / 0.5 h / 20 °C 5.1: 77 percent / sodium acetate / H2O / 1 h / 20 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → 4-{2-[(6R,7R)-7-Amino-2-(4-methoxy-benzyloxycarbonyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-ylsulfanyl]-thiazol-4-yl}-1-methyl-pyridinium; chloride

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 79 percent / sodium hydride / tetrahydrofuran / 2 h / 20 °C 2.1: dimethylformamide / 16 h / 20 °C 3.1: phosphorus pentachloride; pyridine / CH2Cl2 / 1 h / 5 °C 3.2: MeOH / CH2Cl2 / 0.5 h / -20 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → benzhydryl 7β-amino-3-[4-(1-methyl-4-pyridinio)-1,3-thiazol-2-yl]thio-3-cephem-4-carboxylate chloride

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 81 percent / sodium methoxide / methanol; tetrahydrofuran / 2 h / -5 °C 2.1: 97 percent / dimethylformamide / 8 h / 20 °C 3.1: phosphorus pentachloride; pyridine / CH2Cl2 / 1 h / 5 °C 3.2: 93 percent / iso-butanole / CH2Cl2 / 3 h / 20 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → 4-{2-[(6R,7R)-2-(4-Methoxy-benzyloxycarbonyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-ylsulfanyl]-thiazol-4-yl}-1-methyl-pyridinium; iodide

Conditions	Yield
Multi-step reaction with 2 steps 1: 79 percent / sodium hydride / tetrahydrofuran / 2 h / 20 °C 2: dimethylformamide / 16 h / 20 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolythio]-3-cephem-4-carboxylate iodide

Conditions	Yield
Multi-step reaction with 2 steps 1: 81 percent / sodium methoxide / methanol; tetrahydrofuran / 2 h / -5 °C 2: 97 percent / dimethylformamide / 8 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: N,N,N',N'-tetramethylguanidine / 2.5 h / 0 °C 2: tetrahydrofuran / 20 °C 3: dmap; sodium hydrogencarbonate / acetonitrile / 16 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: tert.-butylhydroperoxide / tetrachloromethane / 0.5 h / 88 °C / Inert atmosphere; Darkness 2: tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 2 steps 1: tert.-butylhydroperoxide / tetrachloromethane / 0.5 h / 88 °C / Inert atmosphere; Darkness 2: tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 2 steps 1: tert.-butylhydroperoxide / tetrachloromethane / 0.5 h / 88 °C / Inert atmosphere; Darkness 2: N,N-dimethyl-formamide / 20 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-(4-pyridin-4-yl-thiazol-2-ylsulfanyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH / toluene; tetrahydrofuran / 18 h / 5 °C 2: H2, 0.05 M MOPS buffer / 10percent Pd/C / tetrahydrofuran / 1 h / Ambient temperature View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → (4R,5S,6S,8R)-3-[4-(1-aminocarbonylmethyl-pyridinio-4-yl)thiazol-2-ylthio]-4-methyl-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH / toluene; tetrahydrofuran / 18 h / 5 °C 2: 2.) H2, 0.1 M potassium phosphate buffer / 2.) 10percent Pd/C / 1.) acetone, THF, reflux, 7 h, 2.) THF, RT, 3 h View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → (6R,7S)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-2-fluoro-ethoxyimino]-acetylamino}-8-oxo-3-(4-pyridin-4-yl-thiazol-2-ylsulfanyl)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH / tetrahydrofuran / Ambient temperature 2: triethylsilane, formic acid / 1 h View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → 4-(4-pyridyl)-1,3-thiazole-2-thiol sodium salt (161692-29-1)

Conditions	Yield
With sodium hydroxide
With sodium methylate; phosphorus pentaoxide In methanol
With sodium methylate In tetrahydrofuran; methanol at 20 - 25℃;

sodium methylate-methanol + benzhydryl 7β-[(phenylacetyl)amino]-3-[(methylsulfonyl)oxy]-3-cephem-4-carboxylate + [4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → benzhydryl 7β-[(phenylacetyl)amino]-3-[4-pyridyl-2-thiazolylthio]-3-cephem-4-carboxylate

Conditions	Yield
With acetic acid In tetrahydrofuran; methanol; water

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate tetrafluoroborate

Conditions	Yield
Multi-step reaction with 5 steps 1: N,N,N',N'-tetramethylguanidine / 2.5 h / 0 °C 2: tetrahydrofuran / 20 °C 3: sodium hydrogencarbonate / methanol / 4 h / 0 °C / pH 7.6 - 8.0 4: tetrafluoroboric acid / acetonitrile; tert-butyl methyl ether / 1 h / 20 °C 5: sodium hydrogencarbonate / acetonitrile / 17 h / 20 °C View Scheme

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate trifluoromethane sulfonate (1427207-51-9)

Conditions	Yield
Multi-step reaction with 5 steps 1: N,N,N',N'-tetramethylguanidine / 2.5 h / 0 °C 2: tetrahydrofuran / 20 °C 3: sodium hydrogencarbonate / methanol / 4 h / 0 °C / pH 7.6 - 8.0 4: acetonitrile; tert-butyl methyl ether / 1 h / 20 °C 5: sodium hydrogencarbonate / acetonitrile / 22.5 h / 20 °C View Scheme

Upstream product

• 6221-13-2 4-(bromoacetyl)pyridine 
• 513-74-6 ammonium dithiocarbamate 
• 1122-54-9 methyl (4-pyridyl) ketone 

Downstream Products

• 189345-50-4 p-methoxybenzyl 7β-phenylacetamido-3-[4-(4-pyridyl)-1,3-thiazol-2-yl]thio-3-cephem-4-carboxylate 
• 400827-68-1 4-(2-{[(6R,7R)-2-[(diphenylmethoxy)carbonyl]-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]sulfanyl}-1,3-thiazol-4-yl)pyridine 
• 1427207-46-2 [4-(N-methylpyridinium-4-yl)-1,3-thiazol-2-yl]thiolate 
• 1427207-58-6 4-(2-mercapto-thiazol-4-yl)-1-methyl-pyridinium toluene-4-sulfonate 
• 1427207-51-9 benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate trifluoromethane sulfonate 
• 229016-73-3 ceftaroline 
• 189345-04-8 ceftaroline 
• 189345-52-6 7β-amino-3-[4-(1-methyl-4-pyridinio)-1,3-thiazol-2-yl]thio-3-cephem-4-carboxylate 
• 161681-62-5 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-(4-pyridin-4-yl-thiazol-2-ylsulfanyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 

Relevant articles and documents

Synthesis of novel azabicyclo derivatives containing a thiazole moiety and their biological activity against pine-wood nematodes

To explore a new skeleton with nematicidal activity, a series of novel azabicyclo derivatives containing a thiazole moiety were designed, synthesized and evaluated for their nematicidal activities. The bioassay results against pine-wood nematodes (Bursaphelenchus xylophilus) showed that most of the title compounds displayed nematicidal activity at a concentration of 40 mg/L. Especially, the title compounds2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)oxy)-4-(4-chlorophenyl)thiazole (7e), 2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)thio)-4-phenylthiazole (10a) and 2-((8-methyl-8-azabicyclo [3.2.1]octan-3-yl)thio)-4-(4-chlorophenyl)thiazole (10e) exhibited more than 90% mortality against Bursaphelenchus xylophilus.

Synthesis method of ceftaroline fosamil intermediate 4-(4'-pyridyl)-1,3-thiazolyl-2-thiol

The invention discloses a synthesis method of an important antibiotic ceftaroline fosamil intermediate 4-(4'-pyridyl)-1,3-thiazolyl-2-thiol. The method comprises the following steps: carrying out Claisen condensation reaction on ethyl isonicotinate and ethyl acetate under alkaline conditions, carrying out acidic hydrolysis for decarboxylation, carrying out bromination reaction on the hydrolysis product and bromine, carrying out cyclization on the bromination product and ammonium dithiocarbamate, and finally, refluxing the cyclization product in glacial acetic acid to obtain the corresponding 4-(4'-pyridyl)-1,3-thiazolyl-2-thiol. The method has the advantages of fewer synthesis steps, low cost, cheap and accessible materials and low pollution, and is beneficial to industrial production.

PHOSPHONOCEPHEM COMPOUND

A cephem compound (particularly its crystal) represented by the formula [I], wherein X is CH3COOH, CH3CH2COOH or CH3CN, and n is 0 to 5, is useful as an antibacterial agent (particularly anti-MRSA agent) and shows superior quality such as high solid stability, possible long-term stable preservation and the like.