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527-69-5

Basic Information
CAS No.: 527-69-5
Name: 2-Furoyl chloride
Molecular Structure:
Molecular Structure of 527-69-5 (2-Furoyl chloride)
Formula: C5H3ClO2
Molecular Weight: 130.53
Synonyms: 2-Furoylchloride (6CI,7CI,8CI);2-(Chlorocarbonyl)furan;2-(Chloroformyl)furan;2-Furancarboxylic acid chloride;2-Furanoic acid chloride;Furan-2-carboxylic chloride;Pyromucyl chloride;a-Furoic chloride;
EINECS: 208-422-9
Density: 1.323 g/cm3
Melting Point: -2 °C
Boiling Point: 170.9 at 760 mmHg
Flash Point: 57.1 °C
Solubility: Soluble in ether and chloroform, decomposed in water and ethanol
Appearance: colorless or light yellow liquid
Hazard Symbols: CorrosiveC
Risk Codes: 34
Safety: 26-36/37/39-45
Transport Information: UN 3265 8/PG 2
PSA: 30.21000
LogP: 1.65860
Synthetic route
88-14-2

2-furanoic acid

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
With thionyl chloride for 3h; Heating;95%
With thionyl chloride In benzene for 18h; Heating;86%
With thionyl chloride for 0.5h; Heating;82%
119256-40-5

2-amino-4,6-difluoro-benzothiazole

A

527-69-5

2-furancarbonyl chloride

B

furan-2-carboxylic acid (4,6-difluoro-benzothiazol-2-yl)-amide

Conditions
ConditionsYield
A n/a
B 81%
1192-62-7

1-(2-furyl)-1-ethanone

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
Stage #1: 1-(2-furyl)-1-ethanone With pyridine; disulfur dichloride In chlorobenzene at 20℃; for 2h;
Stage #2: With sulfuryl dichloride In chlorobenzene at 20 - 132℃; for 15.5h;
65%
Stage #1: 1-(2-furyl)-1-ethanone With pyridine; sulfur monochloride In chlorobenzene at 75℃; for 2.5h;
Stage #2: In chlorobenzene at 137℃; for 19h;
With pyridine; disulfur dichloride at 70 - 138℃; for 21.5h;44 %Spectr.
pyromucate ethylamine

pyromucate ethylamine

A

527-69-5

2-furancarbonyl chloride

B

N,N'-diethyl-furan-2-carboxamidine

Conditions
ConditionsYield
With phosphorus pentachloride anschliessend Destillieren;
pyromucate ethylamine

pyromucate ethylamine

A

527-69-5

2-furancarbonyl chloride

B

N.N'-diethyl-furfurenylamidine

N.N'-diethyl-furfurenylamidine

Conditions
ConditionsYield
With phosphorus pentachloride Destillieren des Reaktionsprodukts;
88-14-2

2-furanoic acid

thionyl chloride

thionyl chloride

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
In dichloromethane for 12h; Heating;
88-14-2

2-furanoic acid

101-83-7

N-cyclohexyl-cyclohexanamine

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
With thionyl chloride In dichloromethane
20842-02-8

potassium furan-2-carboxylate

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
With oxalyl dichloride In dichloromethane for 3.5h; Cooling with ice; Reflux;
88-14-2

2-furanoic acid

3416-93-1

2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide
527-69-5

2-furancarbonyl chloride

120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

N-<2-(3,4-dimethoxyphenyl)ethyl>furan-2-carboxamide

Conditions
ConditionsYield
With pyridine In acetonitrile at 20℃; for 3h;100%
With triethylamine In chloroform for 2h; Ambient temperature;73%
neat (no solvent);
527-69-5

2-furancarbonyl chloride

120737-59-9

3-methyl-piperazine-1-carboxylic acid tert-butyl ester

146951-98-6

4-(furan-2-ylcarbonyl)-3-methylpiperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In chloroform for 48h; Ambient temperature;100%
527-69-5

2-furancarbonyl chloride

6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

95091-92-2

N-methoxy-N-methyl-2-furancarboxamide

Conditions
ConditionsYield
With pyridine; sodium carbonate In tetrahydrofuran at 20℃; Inert atmosphere;100%
With triethylamine In dichloromethane Ambient temperature;92%
With potassium carbonate In 2-methyltetrahydrofuran; water at 0 - 20℃;92%
527-69-5

2-furancarbonyl chloride

64-04-0

phenethylamine

153579-79-4

N-phenethylfuran-2-carboxamide

Conditions
ConditionsYield
With pyridine In acetonitrile at 20℃; for 3h;100%
In dichloromethane at 20 - 70℃; for 5h; Alkaline conditions;44%
109-99-9

tetrahydrofuran

527-69-5

2-furancarbonyl chloride

furan-2-carboxylic acid 4-iodo-butyl ester

Conditions
ConditionsYield
With bis(iodozinc)methane at 25℃; Substitution;100%
209332-44-5

(4aR,5R,6R,7R)-1-Benzyl-6-hydroxy-7-methoxy-3,4a,5-trimethyl-1,4,4a,5,6,7-hexahydro-benzo[f]indol-2-one

527-69-5

2-furancarbonyl chloride

(4AR,5R,6R,7R)-1-Benzyl-6-(2-furancarbonyloxy)-7-methoxy-4a,5,6,7-tetrahydro-3,4a,5-trimethylbenz[f]indol-2(4H)-one

Conditions
ConditionsYield
With pyridine at 20℃;100%
194789-88-3

7-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-3,4a,5-trimethyl-4a,5,6,7-tetrahydro-4H-naphtho[2,3-b]furan-2-one

527-69-5

2-furancarbonyl chloride

902462-74-2

Furan-2-carboxylic acid (4aR,5R,6R,7S)-7-(tert-butyl-dimethyl-silanyloxy)-3,4a,5-trimethyl-2-oxo-2,4,4a,5,6,7-hexahydro-naphtho[2,3-b]furan-6-yl ester

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 3h;100%
527-69-5

2-furancarbonyl chloride

925923-78-0

2-amino-6-[2-(methoxymethoxy)phenyl]-5-methyl-4-(3-nitrophenyl)pyridine-3-carbonitrile

925923-79-1

N-{3-cyano-6-[2-(methoxymethoxy)phenyl]-5-methyl-4-(3-nitrophenyl)pyridin-2-yl}furan-2-carboxamide

Conditions
ConditionsYield
With pyridine at 20℃; for 20h;100%
527-69-5

2-furancarbonyl chloride

1262676-25-4

(3S,5S)-3-Hydroxy-7-oxa-8-cholesten-6-one

1262677-21-3

(3S,5S)-7-Oxa-8-cholesten-6-on-3-ol furan-2-carboxylate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃; for 3h;100%
527-69-5

2-furancarbonyl chloride

24365-65-9

3-methyl-3,4-dihydro-2(1H)-quinazolinone

6-(furan-2-carbonyl)-3-methyl-3,4-dihydroquinazolin-2(1H)-one

Conditions
ConditionsYield
With aluminum (III) chloride In carbon disulfide at 50℃; for 24h; Friedel-Crafts Acylation; Reflux;100%
527-69-5

2-furancarbonyl chloride

930116-67-9

2-(4-isopropyl-5-methylhex-3-en-1-yl)-2-(pent-4-yn-1-yl)propane-1,3-diol

2-(4-isopropyl-5-methylhex-3-en-1-yl)-2-(pent-4-yn-1-yl)propane-1,3-diyl bis(furan-2-carboxylate)

Conditions
ConditionsYield
With dmap In dichloromethane at 0 - 20℃; for 22h; Schlenk technique; Inert atmosphere;100%
527-69-5

2-furancarbonyl chloride

C21H26F2O5

C26H28F2O7

Conditions
ConditionsYield
With diethylamine In butanone at 20 - 30℃; Reagent/catalyst; Solvent;100%
188290-36-0

thiophene

527-69-5

2-furancarbonyl chloride

20409-51-2

(furan-2-yl)(thiophen-2-yl)methanone

Conditions
ConditionsYield
With ethylaluminum dichloride In dichloromethane at 0℃; for 2h; Inert atmosphere;99%
With tin(IV) chloride; benzene Behandeln des Reaktionsgemisches mit Wasser;
527-69-5

2-furancarbonyl chloride

108-95-2

phenol

2948-14-3

furan-2-carboxylic acid phenyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.5h; Reflux;99%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 12h; Schlenk technique; Inert atmosphere;85%
With triethylamine In dichloromethane at 20℃; for 0.5h;77%
527-69-5

2-furancarbonyl chloride

615-08-7

2-furoic anhydride

Conditions
ConditionsYield
With water; triethylamine In acetone at 20℃; for 0.5h;99%
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at -10℃; for 3h;60%
With zinc In N,N-dimethyl-formamide; pentane at 20℃; for 20h; Inert atmosphere; Schlenk technique;36%
527-69-5

2-furancarbonyl chloride

95-14-7

1,2,3-Benzotriazole

144223-33-6

2-furoyl-1H-1,2,3-benzotriazole

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.5h; Ambient temperature;99%
With triethylamine In dichloromethane for 4h; Heating;87%
With triethylamine In dichloromethane at 0 - 20℃;
527-69-5

2-furancarbonyl chloride

90290-05-4, 93621-94-4, 105016-60-2, 144993-81-7

(2S,5S)-2,5-bis(methoxymethyl)pyrrolidine

328575-55-9

(2'S,5'S)-[2',5'-Bis(methoxymethyl)-2',3',4',5'-tetrahydro-1'H-pyrrol-1'-yl](2-furyl)methanone

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane99%
With sodium hydroxide In dichloromethane at 20℃; for 24h;99%
With sodium hydroxide In dichloromethane at 20℃;99%
527-69-5

2-furancarbonyl chloride

98-80-6

phenylboronic acid

2689-59-0

(furan-2-yl)(phenyl)methanone

Conditions
ConditionsYield
With PEG200; sodium carbonate; palladium diacetate at 60℃; for 1h; Suzuki reaction;99%
With sodium dodecyl-sulfate; potassium carbonate; palladium dichloride In water at 60℃; for 6h;88%
With potassium carbonate In water; acetone at 50℃; for 0.17h; Catalytic behavior; Suzuki-Miyaura Coupling;87%
527-69-5

2-furancarbonyl chloride

beta-methyl aspartate hydrochloride

beta-methyl aspartate hydrochloride

75-09-2

dichloromethane

methyl 3-Carboxy-3-(2-furoylamino)propionate

Conditions
ConditionsYield
With triethylamine99%
527-69-5

2-furancarbonyl chloride

9,11-epoxy-17α-hydroxy-16α-methyl-3-oxandrosta-1,4-diene-17β-carboxylic acid

9,11-epoxy-17α-[(2-furanylcarbonyl)oxy]-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid

Conditions
ConditionsYield
Stage #1: 2-furancarbonyl chloride; 9,11-epoxy-17α-hydroxy-16α-methyl-3-oxandrosta-1,4-diene-17β-carboxylic acid With triethylamine In acetone at 25 - 30℃; for 4h;
Stage #2: With diethylamine In acetone at 10 - 20℃; for 1h;
99%
527-69-5

2-furancarbonyl chloride

7-amino-2-trifluoromethylbenzimidazole dihydrochloride

727663-80-1

C13H8F3N3O2

Conditions
ConditionsYield
Stage #1: 2-furancarbonyl chloride; 7-amino-2-trifluoromethylbenzimidazole dihydrochloride With pyridine In benzene at 20℃;
Stage #2: With methanol; triethylamine for 1h; Heating; Further stages.;
99%
527-69-5

2-furancarbonyl chloride

159264-49-0

9,11-epoxy-17α-hydroxy-16α-methyl-3-oxandrosta-1,4-diene-17β-carboxylic acid

109-89-7

diethylamine

948565-89-7

9,11-epoxy-17α-[(2-furanylcarbonyl)oxy]16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid

Conditions
ConditionsYield
Stage #1: 2-furancarbonyl chloride; 9,11-epoxy-17α-hydroxy-16α-methyl-3-oxandrosta-1,4-diene-17β-carboxylic acid With triethylamine In acetone at 10 - 30℃; for 4h;
Stage #2: diethylamine In acetone at 10 - 20℃; for 1h;
99%
527-69-5

2-furancarbonyl chloride

(S)-α,α-diphenyl-2-pyrrolidine-2-methanol

1152061-10-3

furan-2-yl-[(S)-2-(hydroxydiphenylmethyl)pyrrolidin-1-yl]-methanone

Conditions
ConditionsYield
Stage #1: (S)-α,α-diphenyl-2-pyrrolidine-2-methanol With caesium carbonate In acetonitrile at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 2-furancarbonyl chloride In acetonitrile for 4h; Inert atmosphere;
99%
527-69-5

2-furancarbonyl chloride

3-amino-N-<(benzyloxy)carbonyl>-D-alanine methyl ester hydrochloride

1182348-97-5

(R)-2-benzyloxycarbonylamino-3-[(furan-2-carbonyl)amino]propionic acid methyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at -10℃; for 6h;99%
527-69-5

2-furancarbonyl chloride

32658-67-6

2-amino-5-iodo-benzamide

1158963-83-7

N-(2-carbamoyl-4-iodophenyl)furan-2-carboxamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 2h;99%
527-69-5

2-furancarbonyl chloride

C20H31N3O2

C25H33N3O4

Conditions
ConditionsYield
With triethylamine In dichloromethane99%
527-69-5

2-furancarbonyl chloride

94792-93-5

6,6,6-Trifluoro-1-phenyl-4-hexyn-3-ol

1388859-81-1

6,6,6-trifluoro-1-phenylhex-4-yn-3-yl 2-furoate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;99%
527-69-5

2-furancarbonyl chloride

16619-68-4

1-(2-hydroxyphenyl)-3-phenylprop-2-yn-1-one

1415385-02-2

2-(3-phenylprop-2-ynoyl)phenyl furan-2-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere;99%
527-69-5

2-furancarbonyl chloride

28416-82-2

6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid

GW694301X

Conditions
ConditionsYield
Stage #1: 2-furancarbonyl chloride; 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid With triethylamine In acetone at 0 - 5℃; for 3h;
Stage #2: With diethylamine In acetone at 40 - 45℃; for 2.5h;
99%
527-69-5

2-furancarbonyl chloride

1α,2α,8β,9α,15-pentacetoxy-4β,6β-dihydroxy-3β,13-[4′-(3-carboxybutyl)]nicotinic acid-dicarbolactone-β-dihydroagarofuran

1α,2α,8β,9α,15-pentacetoxy-6β-(2-furoyloxy)-4β-hydroxy-3β,13-[4′-(3-carboxybutyl)]nicotinic acid-dicarbolactone-β-dihydroagarofuran

Conditions
ConditionsYield
With dmap; triethylamine In toluene for 24h; Reflux;99%
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    2-Furoyl chloride

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    2-Furoyl chloride CAS: 527-69-5

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    Name: 2-Furoyl chloride CAS: 527-69-5 Appearance:white liquid Application: Pharmaceutical Intermediates Appearance:Colorless liquid Storage:Preserve in well-closed, light-resistant and airtight containers. Package: 25KG/drum,50KG

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    2-Furoyl chloride 527-69-5

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    2-Furoyl chloride Basic information Product Name: 2-Furoyl chloride Synonyms: TIMTEC-BB SBB004224;2-(Chloroformyl)furan;2-Chlorocarbonylfuran;alpha-Furoic chloride;Furan, 2-(chloroformyl

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    2-Furancarbonylchloride

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Specification

The 2-Furoyl chloride with CAS registry number of 527-69-5 is also known as 2-Furancarbonyl chloride. The IUPAC name is Furan-2-carbonyl chloride. It belongs to product categories of Pharmaceutical Intermediates. Its EINECS registry number is 208-422-9. In addition, the formula is C5H3ClO2 and the molecular weight is 130.53. This chemical is a colorless or light yellow liquid and should be stored in cool, ventilated, dry place away from oxidizing agents.

Physical properties about 2-Furoyl chloride are: (1)ACD/LogP: 1.37; (2)ACD/LogD (pH 5.5): 1.37; (3)ACD/LogD (pH 7.4): 1.37; (4)ACD/BCF (pH 5.5): 6.48; (5)ACD/BCF (pH 7.4): 6.48; (6)ACD/KOC (pH 5.5): 132.63; (7)ACD/KOC (pH 7.4): 132.63; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 30.21Å2; (11)Index of Refraction: 1.495; (12)Molar Refractivity: 28.79 cm3; (13)Molar Volume: 98.6 cm3; (14)Surface Tension: 38.1 dyne/cm; (15)Density: 1.323 g/cm3; (16)Flash Point: 57.1 °C; (17)Enthalpy of Vaporization: 40.73 kJ/mol; (18)Boiling Point: 170.9 °C at 760 mmHg; (19)Vapour Pressure: 1.44 mmHg at 25 °C.

Preparation of 2-Furoyl chloride: it is prepared by reaction of 2-furancarboxylato with thionyl chloride. Firstly, the reaction mixture is refluxed at 100 °C for 1 hour. Then, mixture is distillated to steam excess thionyl chloride. At last, product is obtained by collecting fraction at 173-174 °C. The yield is about 79%.

Uses of 2-Furoyl chloride: it is used for organic synthesis. It is used to produce 2-diazo-1-furan-2-yl-ethanone by reaction with diazomethane. The reaction occurs with solvent diethyl ether at 20 °C. The yield is about 90%.

2-Furoyl chloride is used to produce 2-diazo-1-furan-2-yl-ethanone by reaction with diazomethane.

When you are using this chemical, please be cautious about it. As a chemical, it may cause burns. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If accident happens or you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=COC(=C1)C(=O)Cl
2. InChI: InChI=1S/C5H3ClO2/c6-5(7)4-2-1-3-8-4/h1-3H
3. InChIKey: OFTKFKYVSBNYEC-UHFFFAOYSA-N