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1-(2-Furoyl)piperazine

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Name

1-(2-Furoyl)piperazine

EINECS 254-823-7
CAS No. 40172-95-0 Density 1.175 g/cm3
PSA 45.48000 LogP 0.59170
Solubility Melting Point 67-70 °C(lit.)
Formula C9H12N2O2 Boiling Point 320.3 °C at 760 mmHg
Molecular Weight 180.20 Flash Point 147.5 °C
Transport Information Appearance white to light yellow solid
Safety 26-36-24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 40172-95-0 (1-(2-Furoyl)piperazine) Hazard Symbols IrritantXi
Synonyms

Piperazine,1-(2-furanylcarbonyl)- (9CI);(Furan-2-yl)(piperazin-1-yl)methanone;1-(2-Furanylcarbonyl)piperazine;1-(2-Furylcarbonyl)piperazine;1-(Furan-2-carbonyl)piperazine;4-(Furan-2-ylcarbonyl)piperazine;N-(2-Furancarbonyl)piperazine;N-(2-Furoyl)piperazine;N-(Furan-2-oyl)piperazine;Methanone,2-furanyl-1-piperazinyl-;

 

1-(2-Furoyl)piperazine Synthetic route

110-85-0

piperazine

88-14-2

2-furanoic acid

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In dichloromethane at 20℃; for 0.166667h;92%
Stage #1: 2-furanoic acid With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 0 - 5℃; for 0.25h;
Stage #2: piperazine With pyridine In dichloromethane at 20℃; for 0.583333h;
86%
110-85-0

piperazine

614-99-3

Ethyl 2-furoate

A

31350-27-3

N,N'-bis(furan-2-carbonyl)piperazine

B

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
at 110℃; for 3h;A 6%
B 89%
110-85-0

piperazine

88-14-2

2-furanoic acid

A

31350-27-3

N,N'-bis(furan-2-carbonyl)piperazine

B

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
With 1,1,1,3,3,3-hexamethyl-disilazane at 110℃; for 8h; Yields of byproduct given;A n/a
B 83%
110-85-0

piperazine

88-14-2

2-furanoic acid

999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
In dichloromethane83%
110-85-0

piperazine

611-13-2

2-furoic acid methyl ester

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
64%
527-69-5

2-furancarbonyl chloride

57260-71-6

1-t-Butoxycarbonylpiperazine

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
With hydrogenchloride; triethylamine 1.) THF, r.t., 2 h, 2.) THF, 20 deg C, 2 h; Yield given. Multistep reaction;
110-85-0

piperazine

527-69-5

2-furancarbonyl chloride

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
With sodium hydroxide; hydrogen bromide; potassium carbonate 1.) aq. monoglyme, 3 h; Yield given. Multistep reaction;
527-69-5

2-furancarbonyl chloride

142-63-2

piperazine hexahydrate

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
With sodium hydroxide In water108.2 g product (60%)
With sodium hydroxide In water108.2 g product (60%)
With sodium hydroxide In water108.2 g product (60%)
With sodium hydroxide In water108.2 g product (60%)
With sodium hydroxide108.2 g. product (60%)
110-85-0

piperazine

527-69-5

2-furancarbonyl chloride

1-cyano-4-(2-furoyl)piperazine

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In diethyl ether; ethanol; acetone

tert-butyl 4-(furan-2-carbonyl)piperazine-1-carboxylate

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
Acidic conditions;
With hydrogenchloride; water In dichloromethane at 20℃;
With hydrogenchloride In methanol; diethyl ether
527-69-5

2-furancarbonyl chloride

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 20 °C
2: hydrogenchloride; water / dichloromethane / 20 °C
View Scheme
88-14-2

2-furanoic acid

40172-95-0

N-(furan-2-carbonyl)piperazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C
2: trifluoroacetic acid / dichloromethane / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane / 20 °C
2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
View Scheme
108-22-5

Isopropenyl acetate

40172-95-0

N-(furan-2-carbonyl)piperazine

768292-07-5

1-(4-(furan-2-carbonyl)piperazin-1-yl)ethanone

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 1h; Green chemistry;100%
1622-32-8

2-Chloroethanesulfonyl chloride

40172-95-0

N-(furan-2-carbonyl)piperazine

4-(4-((p-methylbenzylamino)methyl)-3-methoxyphenoxy)butyryl AM resin

4-(4-((p-methylbenzylamino)methyl)-3-methoxyphenoxy)butyryl AM resin

2-[4-(furan-2-carbonyl)-piperazin-1-yl]-ethanesulfonic acid 4-methyl-benzylamide

Conditions
ConditionsYield
Stage #1: 2-Chloroethanesulfonyl chloride; 4-(4-((p-methylbenzylamino)methyl)-3-methoxyphenoxy)butyryl AM resin With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h; solid phase reaction;
Stage #2: N-(furan-2-carbonyl)piperazine With lithium perchlorate In dichloromethane; isopropyl alcohol at 75℃; for 24h; Michael addition;
Stage #3: With trifluoroacetic acid In water for 1h;
99%
83178-89-6

6-ethoxycarbonyl-7-chlorothieno<3,2-b>pyridin-5(4H)-one

40172-95-0

N-(furan-2-carbonyl)piperazine

7-[4-(furan-2-carbonyl)piperazin-1-yl]-5-oxo-4,5-dihydro-thieno[3,2-b]pyridine-6-carboxylic acid ethyl ester

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In ISOPROPYLAMIDE at 120℃; for 2 - 4h;99%
111218-89-4

6-bromo-2-chloroquinazolin-4-amine

40172-95-0

N-(furan-2-carbonyl)piperazine

111218-73-6

[4-(4-Amino-6-bromo-quinazolin-2-yl)-piperazin-1-yl]-furan-2-yl-methanone; hydrochloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 95℃; for 14h;96.4%
75-15-0

carbon disulfide

40172-95-0

N-(furan-2-carbonyl)piperazine

sodium 4-(furan-2-carbonyl)piperazine-1-carbodithioate

Conditions
ConditionsYield
With sodium hydroxide In methanol at 0℃; for 3h;95%
With sodium hydroxide In water; ethyl acetate at 0 - 5℃; for 0.5h;
With sodium hydroxide In ethanol at 20℃; for 1h; Cooling with ice;
With sodium hydroxide In ethanol for 2h; Cooling with ice;
814-68-6

acryloyl chloride

40172-95-0

N-(furan-2-carbonyl)piperazine

1-(4-(furan-2-carbonyl)piperazin-1-yl)prop-2-en-1-one

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 24.3333h; Inert atmosphere;95%
With triethylamine In dichloromethane at 0 - 20℃; for 24.3333h; Inert atmosphere;95%
864265-14-5

4-(chloromethyl)-N-cyclohexylbenzamide

40172-95-0

N-(furan-2-carbonyl)piperazine

N-cyclohexyl-4-[4-(2-furoyl)-1-piperazinyl]methylbenzamide

Conditions
ConditionsYield
Stage #1: N-(furan-2-carbonyl)piperazine With potassium carbonate In acetonitrile for 0.5h; Reflux;
Stage #2: 4-(chloromethyl)-N-cyclohexylbenzamide In acetonitrile
94%
1146300-32-4

7-chloro-1-(2,4-difluorophenyl)-1,4-dihydro-8-methyl-6-nitro-4-oxoquinolone-3-carboxylic acid

40172-95-0

N-(furan-2-carbonyl)piperazine

1146300-52-8

1-(2,4-difluorophenyl)-1,4-dihydro-7-(4-(2-furoyl)piperazin-1-yl)-8-methyl-6-nitro-4-oxoquinoline-3-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide Microwave irradiation;93%
328-26-7

2-chloro-N-(2-chloro-5-(trifluoromethyl)phenyl)acetamide

40172-95-0

N-(furan-2-carbonyl)piperazine

899713-86-1

N-(2-chloro-5-(trifluoromethyl)phenyl)-2-(4-(furan-2-carbonyl)piperazin-1-yl)acetamide

Conditions
ConditionsYield
With potassium carbonate at 60℃; for 12h; Inert atmosphere;93%
119072-55-8, 7188-38-7

tert-butylisonitrile

1356545-79-3

1-formyl-3-ethoxycarbonyl-β-carboline

40172-95-0

N-(furan-2-carbonyl)piperazine

ethyl 1-((1-tert-butyl-1H-tetrazol-5-yl)(4-(furan-2-carbonyl)piperazin-1-yl)methyl)-9H-pyrido[3,4-b]indole-3-carboxylate

Conditions
ConditionsYield
Stage #1: tert-butylisonitrile; 1-formyl-3-ethoxycarbonyl-β-carboline; N-(furan-2-carbonyl)piperazine In methanol at 20℃; for 0.166667h; Ugi Condensation;
Stage #2: With sodium azide In methanol at 20℃;
92%

C16H14O4

40172-95-0

N-(furan-2-carbonyl)piperazine

1-(2-furoyl)-4-{3-[4-(methoxycarbonylmethyl)phenoxy]benzyl}piperazine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; Inert atmosphere;92%
40172-95-0

N-(furan-2-carbonyl)piperazine

43091-89-0

2-isothiocyanato-4,5-dimethoxybenzonitrile

67817-56-5

3,4-Dimethoxy-6-<4-(2-furoyl)piperazin-1-ylthiocarbamido>benzonitrile

Conditions
ConditionsYield
In ethyl acetate at 0℃; for 20h;90%

C10H9Br4NO2

40172-95-0

N-(furan-2-carbonyl)piperazine

2,4,6-tribromophenyl 3-[4-(2-furoyl)-1-piperazinyl]propylcarbamate

Conditions
ConditionsYield
Stage #1: N-(furan-2-carbonyl)piperazine With potassium carbonate In acetonitrile for 0.5h; Reflux;
Stage #2: C10H9Br4NO2 In acetonitrile Reflux;
90%
96783-89-0

O-phenyl N-(2-chloroethyl)-carbamate

40172-95-0

N-(furan-2-carbonyl)piperazine

phenyl 2-[4-(2-furoyl)-1-piperazinyl]ethylcarbamate

Conditions
ConditionsYield
Stage #1: N-(furan-2-carbonyl)piperazine With potassium carbonate In acetonitrile for 0.5h; Reflux;
Stage #2: O-phenyl N-(2-chloroethyl)-carbamate In acetonitrile Reflux;
90%
40172-95-0

N-(furan-2-carbonyl)piperazine

N-benzyl-4-(chloromethyl)benzamide

N-benzyl-4-[4-(2-furoyl)-1-piperazinyl]methylbenzamide

Conditions
ConditionsYield
Stage #1: N-(furan-2-carbonyl)piperazine With potassium carbonate In acetonitrile for 0.5h; Reflux;
Stage #2: N-benzyl-4-(chloromethyl)benzamide In acetonitrile
90%
52759-43-0

4-amino-2-chloro-7,8-dihydro-1H-[1,4]dioxino[2,3-g]quinazoline

40172-95-0

N-(furan-2-carbonyl)piperazine

1067672-06-3

[4-(4-amino-7,8-dihydro[1,4]dioxino[2,3-g]quinazolin-2-yl)piperazin-1-yl]furan-2-yl methanone hydrochloride

Conditions
ConditionsYield
In pentan-1-ol for 1h; Heating;89%
760-93-0

methacryloyl anhydride

40172-95-0

N-(furan-2-carbonyl)piperazine

1-(4-(furan-2-carbonyl)piperazin-1-yl)-2-methylprop-2-en-1-one

Conditions
ConditionsYield
In chloroform at 0℃; for 0.25h;88%
132814-23-4

5-bromomethyl-6-phenyl-3(2H)-pyridazinone

40172-95-0

N-(furan-2-carbonyl)piperazine

132814-15-4

6-phenyl-5-(N4-(2-furoyl)-N1-piperazinylmethyl)-2H-pyridazin-3-one

Conditions
ConditionsYield
In methanol for 12h; Ambient temperature;87%
33904-04-0

4-isothiocyanato-1,2-dimethoxybenzene

40172-95-0

N-(furan-2-carbonyl)piperazine

N-(3,4-dimethoxyphenyl)-4-(2-furoyl)-1-piperazinecarbothioamide

Conditions
ConditionsYield
In ethyl acetate <5 deg C;87%

Phenyl-(β-brom-propyl)-carbamat

40172-95-0

N-(furan-2-carbonyl)piperazine

phenyl 3-[4-(2-furoyl)-1-piperazinyl]propylcarbamate

Conditions
ConditionsYield
Stage #1: N-(furan-2-carbonyl)piperazine With potassium carbonate In acetonitrile for 0.5h; Reflux;
Stage #2: Phenyl-(β-brom-propyl)-carbamat In acetonitrile Reflux;
87%

3-Chloromethyl-N-cyclohexyl-benzamide

40172-95-0

N-(furan-2-carbonyl)piperazine

N-cyclohexyl-3-{[4-(2-furoyl)-1-piperazinyl]methyl}benzamide

Conditions
ConditionsYield
Stage #1: N-(furan-2-carbonyl)piperazine With potassium carbonate In acetonitrile for 0.5h; Reflux;
Stage #2: 3-Chloromethyl-N-cyclohexyl-benzamide In acetonitrile
87%
67-68-5

dimethyl sulfoxide

40172-95-0

N-(furan-2-carbonyl)piperazine

furan-2-yl(4-(methylsulfonyl)piperazin-1-yl)methanone

Conditions
ConditionsYield
With potassium iodide at 20℃; for 8h; Electrolysis;87%
1146300-33-5

1-tert-butyl-7-chloro-1-1,4-dihydro-8-methyl-6-nitro-4-oxoquinolone-3-carboxylic acid

40172-95-0

N-(furan-2-carbonyl)piperazine

1146300-69-7

1-tert-butyl-1,4-dihydro-7-(4-(2-furoyl)piperazin-1-yl)-8-methyl-6-nitro-4-oxoquinoline-3-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide Microwave irradiation;86%

C10H9BrN4O8

40172-95-0

N-(furan-2-carbonyl)piperazine

2,4,6-trinitrophenyl 3-[4-(2-furoyl)-1-piperazinyl]propylcarbamate

Conditions
ConditionsYield
Stage #1: N-(furan-2-carbonyl)piperazine With potassium carbonate In acetonitrile for 0.5h; Reflux;
Stage #2: C10H9BrN4O8 In acetonitrile Reflux;
86%

6‐benzyl‐2‐chloro‐N‐(5‐methyl-1H‐pyrazol‐3‐yl)pyrimidin‐4‐amine

40172-95-0

N-(furan-2-carbonyl)piperazine

{4‐{4‐benzyl‐6‐[(5‐methyl‐1H‐pyrazol‐3‐yl)amino]pyrimidin‐2‐yl}piperazin‐1‐yl}(furan‐2‐yl)methanone

Conditions
ConditionsYield
With triethylamine In iso-butanol at 135℃; for 12h; Sealed tube;85.1%
1146300-31-3

7-chloro-1-cyclopropyl-1,4-dihydro-8-methyl-6-nitro-4-oxoquinolone-3-carboxylic acid

40172-95-0

N-(furan-2-carbonyl)piperazine

1146300-35-7

1-cyclopropyl-1,4-dihydro-7-(4-(2-furoyl)piperazin-1-yl)-8-methyl-6-nitro-4-oxoquinoline-3-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide Microwave irradiation;85%

C9H7Br3ClNO2

40172-95-0

N-(furan-2-carbonyl)piperazine

2,4,6-tribromophenyl 2-[4-(2-furoyl)-1-piperazinyl]ethylcarbamate

Conditions
ConditionsYield
Stage #1: N-(furan-2-carbonyl)piperazine With potassium carbonate In acetonitrile for 0.5h; Reflux;
Stage #2: C9H7Br3ClNO2 In acetonitrile Reflux;
85%

1-(2-Furoyl)piperazine Chemical Properties

IUPAC Name: Furan-2-yl(piperazin-1-yl)methanone 
Synonyms: (Furan-2-yl)(piperazin-1-yl)methanone ; Piperazine,1-(2-furanylcarbonyl)- (9CI) ; 1-(2-Furanoyl)piperazine ; 1-(2-Furanylcarbonyl)piperazine ; 1-(Furan-2-carbonyl)piperazine ; 4-(Furan-2-ylcarbonyl)piperazine ; N-(2-Furoyl)piperazine
EINECS: 254-823-7
Molecular Weight: 180.20378 [g/mol]
Molecular Formula: C9H12N2O2
XLogP3-AA: 0.1
H-Bond Donor: 1
H-Bond Acceptor: 3
Melting Point: 67-70 °C(lit.)
Index of Refraction: 1.529
Molar Refractivity: 47.3 cm3
Molar Volume: 153.3 cm3
Surface Tension: 41.5 dyne/cm
Density: 1.175 g/cm3
Flash Point: 147.5 °C
Enthalpy of Vaporization: 56.19 kJ/mol
Boiling Point: 320.3 °C at 760 mmHg
Vapour Pressure: 0.000321 mmHg at 25 °C 
Sensitive: Hygroscopic
Appearance: white to light yellow solid
Product Categories: Piperidines, Piperidones, Piperazines; BUILDING BLOCKS; API intermediates
Following is the molecular structure of 1-(2-Furoyl)piperazine (CAS NO.40172-95-0) is:

1-(2-Furoyl)piperazine Safety Profile

Hazard Codes: IrritantXi
Risk Statements:
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
F: 10-34
Hazard Note: Irritant
HazardClass: IRRITANT

1-(2-Furoyl)piperazine Specification

 1-(2-Furoyl)piperazine (CAS NO.40172-95-0) is a white to light yellow solid.
First Aid Measures about it:
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Get medical aid. Wash mouth out with water.
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. 
Handling and Storage about it:
Handling: Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Keep container closed when not in use.

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