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Basic Information
CAS No.: 113028-17-4
Name: Ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piprazinyl)-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate
Article Data: 6
Molecular Structure:
Molecular Structure of 113028-17-4 (Ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piprazinyl)-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate)
Formula: C18H20FN3O3S
Molecular Weight: 377.44
Synonyms: 1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid, 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-, ethyl ester;6-fluoro-1-methyl-4-oxo-7-(1-piperazingl)-4H-[1,3]thiazeto[3,2-a]-3-quinoline carboxylic acid ethyl ester;Ethyl-6-fluor-1-methyl-4-oxo-7-(piperazin-1-yl)-4H-[1,3]thiazeto[3,2-a]chinolin-3-carboxylat;
EINECS: 601-222-6
Density: 1.441 g/cm3
Melting Point: 224 °C
Boiling Point: 579.122 °C at 760 mmHg
Flash Point: 304.042 °C
PSA: 88.87000
LogP: 2.74490
Related products
Synthetic route
110-85-0

piperazine

113046-72-3

ethyl 6,7-difluoro-1-methyl-4-oxo-1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate

113028-17-4

ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

Conditions
ConditionsYield
In dimethyl sulfoxide at 60℃; for 4h;87%
In dimethyl sulfoxide at 60℃; for 4h;87%
In N,N-dimethyl-formamide Ambient temperature;84%
In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl-formamide
In N,N-dimethyl-formamide at 20 - 25℃; Product distribution / selectivity;
110-85-0

piperazine

ethyl 5,6-difluoro-1-methyl-4-oxo-4H-<1,3>thiazeto<3,2-a>quinoline carboxylate

113028-17-4

ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 10 - 55℃; for 9.16667h;74%
113028-75-4

3,4-difluorophenyl isothiocyanate

113028-17-4

ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
2: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C
3: 0.350 g / PPE / 1.5 h / 80 °C
4: 84 percent / dimethylformamide / Ambient temperature
View Scheme
Multi-step reaction with 6 steps
1: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
2: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h
3: 58 percent / diphenyl ether / 5 h / 240 °C
4: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature
5: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C
6: 84 percent / dimethylformamide / Ambient temperature
View Scheme
84339-06-0

ethyl 7,6-difluoro-4-hydroxy-2-mercaptoquinoline-3-carboxylate

113028-17-4

ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C
2: 84 percent / dimethylformamide / Ambient temperature
View Scheme
144514-15-8

3,4-difluorophenyl dithiocarbamic acid triethylammonium

113028-17-4

ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature
2: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
3: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C
4: 0.350 g / PPE / 1.5 h / 80 °C
5: 84 percent / dimethylformamide / Ambient temperature
View Scheme
Multi-step reaction with 7 steps
1: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature
2: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
3: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h
4: 58 percent / diphenyl ether / 5 h / 240 °C
5: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature
6: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C
7: 84 percent / dimethylformamide / Ambient temperature
View Scheme
113028-77-6

ethyl 6,7-difluoro-4-hydroxy-2-<(methoxymethyl)thio>-quinoline-3-carboxylate

113028-17-4

ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature
2: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C
3: 84 percent / dimethylformamide / Ambient temperature
View Scheme
144514-35-2

3-(3,4-difluorophenyl)-4-methyl<1,3>thiazetidin-2-ylidenemalonate

113028-17-4

ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.350 g / PPE / 1.5 h / 80 °C
2: 84 percent / dimethylformamide / Ambient temperature
View Scheme
113028-76-5

diethyl<<(3,4-difluorophenyl)amino><(methoxymethyl)-thio>methylene>malonate

113028-17-4

ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 58 percent / diphenyl ether / 5 h / 240 °C
2: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature
3: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C
4: 84 percent / dimethylformamide / Ambient temperature
View Scheme

[[(3,4-difluorophenyl)amino]-mercaptomethylene]-malonic acid diethyl ester potassium salt

113028-17-4

ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C
2: 0.350 g / PPE / 1.5 h / 80 °C
3: 84 percent / dimethylformamide / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h
2: 58 percent / diphenyl ether / 5 h / 240 °C
3: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature
4: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C
5: 84 percent / dimethylformamide / Ambient temperature
View Scheme
3863-11-4

3,4-difluoroaniline

113028-17-4

ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 0 °C
2: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature
3: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
4: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C
5: 0.350 g / PPE / 1.5 h / 80 °C
6: 84 percent / dimethylformamide / Ambient temperature
View Scheme
Multi-step reaction with 8 steps
1: 0 °C
2: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature
3: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
4: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h
5: 58 percent / diphenyl ether / 5 h / 240 °C
6: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature
7: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C
8: 84 percent / dimethylformamide / Ambient temperature
View Scheme
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    113028-17-4

    113028-17-4

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Specification

The 1H,4H-[1,3]Thiazeto[3,2-a]quinoline-3-carboxylicacid, 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-, ethyl ester, with the CAS registry number 113028-17-4, has the systematic name of ethyl 6-fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate. And the molecular formula of this chemical is C18H20FN3O3S. It belongs to the following product categories of API intermediates and Prulifloxacin.

The physical properties of 1,2,3,4-Tetrahydroisoquinoline carboxylic acid are as following: (1)ACD/LogP: 3.55; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 5; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 66; (9)#H bond acceptors: 6; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 87.18 Å2; (13)Index of Refraction: 1.664; (14)Molar Refractivity: 97.127 cm3; (15)Molar Volume: 261.941 cm3; (16)Polarizability: 38.504×10-24cm3; (17)Surface Tension: 64.341 dyne/cm; (18)Density: 1.441 g/cm3; (19)Flash Point: 304.042 °C; (20)Enthalpy of Vaporization: 86.656 kJ/mol; (21)Boiling Point: 579.122 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Fc2cc4c(cc2N1CCNCC1)N3C(/SC3C)=C(\C4=O)C(=O)OCC
(2)InChI: InChI=1/C18H20FN3O3S/c1-3-25-18(24)15-16(23)11-8-12(19)14(21-6-4-20-5-7-21)9-13(11)22-10(2)26-17(15)22/h8-10,20H,3-7H2,1-2H3
(3)InChIKey: XWZXETKTFKCCPB-UHFFFAOYAT