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112811-72-0

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Basic Information
CAS No.: 112811-72-0
Name: 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid
Article Data: 12
Molecular Structure:
Molecular Structure of 112811-72-0 (1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid)
Formula: C14H11F2NO4
Molecular Weight: 295.242
Synonyms: 1-Cyclopropyl-1,4-dihydro-6,7-difluoro-8-methoxy-4-oxoquinoline-3-carboxylicacid;1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylicacid;1-Cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylicacid;1-Cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid;1-Cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinolin-3-carboxylicacid;1-Cyclopropyl-6,7-difluoro-8-methoxy-4-quinolone-3-carboxylic acid;3-Quinolinecarboxylicacid, 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-;
EINECS: 214-439-2
Density: 1.174 g/cm3
Melting Point: 192-194 ºC
Boiling Point: 245.2 ºC at 760 mmHg
Flash Point: 102.1 ºC
Appearance: off-white to light-yellow powder
Hazard Symbols: Xn
Risk Codes: 22
Safety: 24/25
PSA: 68.53000
LogP: 2.32140
Related products
Synthetic route
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 65℃; for 15h; Solvent; Temperature;96.83%
With sulfuric acid; acetic acid In water for 2h; Reflux;95.92%
With hydrogenchloride for 3h; Heating;90%
154093-72-8

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinoline carboxylic acid

77-78-1

dimethyl sulfate

A

141290-02-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid methyl ester

B

112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
With potassium chloride In acetone Product distribution / selectivity; Heating / reflux;
...Expand
141290-02-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid methyl ester

112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
With water; potassium carbonate for 0.5h; Product distribution / selectivity; Heating / reflux;
112811-70-8

ethyl 3-(cyclopropylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate

112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
With sodium fluoride In N,N-dimethyl-formamide
Multi-step reaction with 2 steps
1: sodiumfluoride / N,N-dimethyl-formamide / 5 h
2: sulfuric acid; water / acetic acid / 1 h
View Scheme
112811-64-0

2,4,5-trifluoro-3-methoxy-benzamide

112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: sulfuric acid / 3.5 h / 100 °C
2: thionyl chloride / 3 h
3: magnesium ethylate / toluene
4: toluene-4-sulfonic acid / water / 9 h
5: acetic anhydride / 11 h
6: ethanol / 2 h / 20 °C
7: sodiumfluoride / N,N-dimethyl-formamide / 5 h
8: sulfuric acid; water / acetic acid / 1 h
View Scheme
112811-63-9

3-methoxy-2,4,5-trifluorobenzonitrile

112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: sulfuric acid; water / 1 h / 110 °C
2: sulfuric acid / 3.5 h / 100 °C
3: thionyl chloride / 3 h
4: magnesium ethylate / toluene
5: toluene-4-sulfonic acid / water / 9 h
6: acetic anhydride / 11 h
7: ethanol / 2 h / 20 °C
8: sodiumfluoride / N,N-dimethyl-formamide / 5 h
9: sulfuric acid; water / acetic acid / 1 h
View Scheme
112811-67-3

diethyl 3-methoxy-2,4,5-trifluorobenzoylmalonate

112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: toluene-4-sulfonic acid / water / 9 h
2: acetic anhydride / 11 h
3: ethanol / 2 h / 20 °C
4: sodiumfluoride / N,N-dimethyl-formamide / 5 h
5: sulfuric acid; water / acetic acid / 1 h
View Scheme
13332-24-6

1-bromo-2,4,5-trifluoro-3-methoxybenzene

112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 1-methyl-pyrrolidin-2-one / 4.5 h / 140 - 150 °C
2: sulfuric acid; water / 1 h / 110 °C
3: sulfuric acid / 3.5 h / 100 °C
4: thionyl chloride / 3 h
5: magnesium ethylate / toluene
6: toluene-4-sulfonic acid / water / 9 h
7: acetic anhydride / 11 h
8: ethanol / 2 h / 20 °C
9: sodiumfluoride / N,N-dimethyl-formamide / 5 h
10: sulfuric acid; water / acetic acid / 1 h
View Scheme
112811-65-1

3-methoxy-2,4,5-trifluorobenzoic acid

112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: thionyl chloride / 3 h
2: magnesium ethylate / toluene
3: toluene-4-sulfonic acid / water / 9 h
4: acetic anhydride / 11 h
5: ethanol / 2 h / 20 °C
6: sodiumfluoride / N,N-dimethyl-formamide / 5 h
7: sulfuric acid; water / acetic acid / 1 h
View Scheme
112811-66-2

2,4,5-trifluoro-3-methoxybenzoyl chloride

112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: magnesium ethylate / toluene
2: toluene-4-sulfonic acid / water / 9 h
3: acetic anhydride / 11 h
4: ethanol / 2 h / 20 °C
5: sodiumfluoride / N,N-dimethyl-formamide / 5 h
6: sulfuric acid; water / acetic acid / 1 h
View Scheme
Raw Materials
154093-72-8
112811-71-9
77-78-1
Downstream Products
160738-57-8
186826-86-8
154093-72-8
151096-09-2
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Chemistry

Following is the structure of 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid (CAS NO.112811-72-0):
                                    
Empirical Formula: C14H11F2NO4
Molecular Weight: 295.2382 g/mol
Melting point: 192-194 °C
Molar Refractivity: 66.37 cm3
Molar Volume: 186.6 cm3
Density: 1.581 g/cm3
Flash Point: 240.7 °C
Index of Refraction: 1.629
Surface Tension: 66 dyne/cm
Enthalpy of Vaporization: 77.71 kJ/mol
Boiling Point: 474.4 °C at 760 mmHg
Vapour Pressure: 8.35E-10 mmHg at 25 °C
Appearance: Off-White to Light-Yellow Powder
Product Categories: Intermediates & Fine Chemicals; Pharmaceuticals; Gatifloxacin Hemihydrate 
SMILES: Fc3c(F)c(OC)c1c(C(=O)\C(=C/N1C2CC2)C(=O)O)c3
InChI: InChI=1/C14H11F2NO4/c1-21-13-10(16)9(15)4-7-11(13)17(6-2-3-6)5-8(12(7)18)14(19)20/h4-6H,2-3H2,1H3,(H,19,20)
InChIKey: WQJZXSSAMGZVTM-UHFFFAOYAT 

Uses

 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid (CAS NO.112811-72-0) can be used as Moxifloxacin intermediate.

Specification

 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid , its cas register number is 112811-72-0. It also can be called 3-Quinolinecarboxylic acid, 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo- .