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291536-35-1

Basic Information
CAS No.: 291536-35-1
Name: (Z)-5-(4-Fluorobenzylidene)thiazolidine-2,4-dione
Article Data: 17
Molecular Structure:
Molecular Structure of 291536-35-1 ((Z)-5-(4-Fluorobenzylidene)thiazolidine-2,4-dione)
Formula: C10H6FNO2S
Molecular Weight: 223.228
Synonyms: (Z)-5-(4-Fluorobenzylidene)-1,3-thiazolidine-2,4-dione;(Z)-5-(4-Fluorobenzylidene)thiazolidine-2,4-dione;
Density: 1.495 g/cm3
PSA: 74.96000
LogP: 2.42550
Synthetic route
2295-31-0

2,4-thiazolidinedion

459-57-4

4-fluorobenzaldehyde

291536-35-1

(Z)-5-(4-fluorophenylmethylene)-2,4-thiazolidinedione

Conditions
ConditionsYield
With Fe3O4/SiO2-NH2/Cu(II) In ethanol for 0.5h; Catalytic behavior; Reflux; Green chemistry;97%
With aluminum oxide at 108℃; for 0.0833333h; Microwave irradiation;97%
With piperidine; acetic acid at 20℃; for 0.025h; Knoevenagel condensation; microwave irradiation;95%
2295-31-0

2,4-thiazolidinedion

sodium (4-fluorophenyl)(hydroxy)methanesulfonate

291536-35-1

(Z)-5-(4-fluorophenylmethylene)-2,4-thiazolidinedione

Conditions
ConditionsYield
With trichlorophosphate In toluene for 8h; Reflux;36%
459-57-4

4-fluorobenzaldehyde

291536-35-1

(Z)-5-(4-fluorophenylmethylene)-2,4-thiazolidinedione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogensulfite / water; hexane / 1 h / 20 °C
2: trichlorophosphate / toluene / 8 h / Reflux
View Scheme
444-27-9, 19291-02-2, 34592-47-7, 45521-09-3

(RS)-4-thiazolidinecarboxylic acid

291536-35-1

(Z)-5-(4-fluorophenylmethylene)-2,4-thiazolidinedione

82-86-0

acenaphthene quinone

C25H17FN2O3S2

Conditions
ConditionsYield
In ethanol at 25 - 30℃; for 5h; Sonication;88%
107-97-1

sarcosine

91-56-5

indole-2,3-dione

291536-35-1

(Z)-5-(4-fluorophenylmethylene)-2,4-thiazolidinedione

1-N-methyl-spiro[2.3']oxindole-spiro[3.5'']thiazoline-2'',4''-dione-4-(4-fluorophenyl)-pyrrolidine

Conditions
ConditionsYield
In 1,4-dioxane; water Heating;83%
91-56-5

indole-2,3-dione

444-27-9, 19291-02-2, 34592-47-7, 45521-09-3

(RS)-4-thiazolidinecarboxylic acid

291536-35-1

(Z)-5-(4-fluorophenylmethylene)-2,4-thiazolidinedione

C21H16FN3O3S2

Conditions
ConditionsYield
In ethanol at 25℃; for 5h; Sonication; regioselective reaction;80%
96-32-2

bromoacetic acid methyl ester

291536-35-1

(Z)-5-(4-fluorophenylmethylene)-2,4-thiazolidinedione

438190-39-7

{5-[1-(4-Fluoro-phenyl)-meth-(Z)-ylidene]-2,4-dioxo-thiazolidin-3-yl}-acetic acid methyl ester

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide Heating;78%
Stage #1: (Z)-5-(4-fluorophenylmethylene)-2,4-thiazolidinedione With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: bromoacetic acid methyl ester In N,N-dimethyl-formamide for 24h;
135038-33-4

7-(4-(2-chloroacetyl)piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

291536-35-1

(Z)-5-(4-fluorophenylmethylene)-2,4-thiazolidinedione

(Z)-1-ethyl-6-fluoro-7-(4-(2-(5-(4-fluorobenzylidene)-2,4-dioxothiazolidin-3-yl)acetyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone for 3h; Reflux;68%
161798-25-0

4-(bromomethyl)-7-hydroxy-2H-chromen-2-one

291536-35-1

(Z)-5-(4-fluorophenylmethylene)-2,4-thiazolidinedione

1307299-72-4

(Z)-5-(4-fluorobenzylidene)-3-[(7-hydroxy-2-oxo-2H-chromen-4-yl)methyl]thiazolidine-2,4-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;65%
291536-35-1

(Z)-5-(4-fluorophenylmethylene)-2,4-thiazolidinedione

5-(4-fluorophenylmethyl)-2,4-thiazolidinedione

Conditions
ConditionsYield
With pyridine; lithium borohydride In tetrahydrofuran for 2.5h; Reduction; Heating;62%
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  • (Z)-5-(4-Fluorobenzylidene)thiazolidine-2,4-dione CAS:291536-35-1

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Chemistry

Molecular Structure of 2,4-Thiazolidinedione,5-[(4-fluorophenyl)methylene]-, (5Z)- (CAS NO.291536-35-1):

Empirical Formula: C10H6FNO2S
Molecular Weight: 223.2235
ACD/LogP: 1.45
of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): 1.44
ACD/LogD (pH 7.4): 1.18
ACD/BCF (pH 5.5): 7.33
ACD/BCF (pH 7.4): 4.02
ACD/KOC (pH 5.5): 144.42
ACD/KOC (pH 7.4): 79.09
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 62.68 ?2
Index of Refraction: 1.677
Molar Refractivity: 56.24 cm3
Molar Volume: 149.2 cm3
Surface Tension: 60.7 dyne/cm
Density: 1.495 g/cm3
SMILES: O=C1C(\SC(=O)N1)=C\c2ccc(F)cc2
InChI: InChI=1/C10H6FNO2S/c11-7-3-1-6(2-4-7)5-8-9(13)12-10(14)15-8/h1-5H,(H,12,13,14)/b8-5-

Specification

  2,4-Thiazolidinedione,5-[(4-fluorophenyl)methylene]-, (5Z)- , with CAS number of 291536-35-1, can be called 5-(4-Fluoro-benzylidene)-thiazolidine-2,4-dione ; (5Z)-5-(4-fluorobenzylidene)-1,3-thiazolidine-2,4-dione .