527-69-5

Basic information

• Product Name: 2-Furoyl chloride
• Synonyms: 2-Furanoic acid chloride;2-Furanylcarbonyl chloride;Furan-2-carboxylic chloride;2-Furancarbonyl chloride 2-Furoic acid chloride;2-Furoic acid chloride;Furan-2-carboxylic acid chloride;2-Furoyl chloride, 98+% 100ML;Furoyl chlorid
• CAS NO: 527-69-5
• Molecular Formula: C₅H₃ClO₂
• Molecular Weight: 130.53
• EINECS: 208-422-9
• Product Categories: Pharmaceutical Intermediates
• Mol File: 527-69-5.mol
• Article Data: 14

Chemical Properties

• Melting Point: −2 °C(lit.)
• Boiling Point: 173-174 °C(lit.)
• Flash Point: 185 °F
• Appearance: Clear yellow to brown/Liquid
• Density: 1.324 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.44mmHg at 25°C
• Refractive Index: n20/D 1.531(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: soluble in Ether,Acetone
• Water Solubility: DECOMPOSES
• Sensitive: Moisture Sensitive
• Merck: 14,4310
• BRN: 110144
• CAS DataBase Reference: 2-Furoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Furoyl chloride(527-69-5)
• EPA Substance Registry System: 2-Furoyl chloride(527-69-5)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• RTECS: LT9925000
• F: 10-19-21
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 527-69-5(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow to brown liquid

Uses

Different sources of media describe the Uses of 527-69-5 differently. You can refer to the following data:
1. 2-Furoyl chloride is used in the preparation of novel dibenzothiepins that show antibiofilm activity.
2. 2-Furoyl chloride is used in the chararcterisation of mixtures of polyethoxylated alcohols and their sulphates. It was also used in the preparation of S-2-furoyl-O-alkyldithiocarbonic anhydrides.

Synthetic route

2-furanoic acid (88-14-2) → 2-furancarbonyl chloride (527-69-5)

Conditions	Yield
With thionyl chloride for 3h; Heating;	95%
With thionyl chloride In benzene for 18h; Heating;	86%
With thionyl chloride for 0.5h; Heating;	82%

2-amino-4,6-difluoro-benzothiazole (119256-40-5) → 2-furancarbonyl chloride (527-69-5) + furan-2-carboxylic acid (4,6-difluoro-benzothiazol-2-yl)-amide

Conditions	Yield
	A n/a B 81%

1-(2-furyl)-1-ethanone (1192-62-7) → 2-furancarbonyl chloride (527-69-5)

Conditions	Yield
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 → 2-furancarbonyl chloride (527-69-5) + N,N'-diethyl-furan-2-carboxamidine

Conditions	Yield
With phosphorus pentachloride anschliessend Destillieren;

pyromucate ethylamine → 2-furancarbonyl chloride (527-69-5) + N.N'-diethyl-furfurenylamidine

Conditions	Yield
With phosphorus pentachloride Destillieren des Reaktionsprodukts;

2-furanoic acid (88-14-2) + thionyl chloride → 2-furancarbonyl chloride (527-69-5)

Conditions	Yield
In dichloromethane for 12h; Heating;

2-furanoic acid (88-14-2) + N-cyclohexyl-cyclohexanamine (101-83-7) → 2-furancarbonyl chloride (527-69-5)

Conditions	Yield
With thionyl chloride In dichloromethane

potassium furan-2-carboxylate (20842-02-8) → 2-furancarbonyl chloride (527-69-5)

Conditions	Yield
With oxalyl dichloride In dichloromethane for 3.5h; Cooling with ice; Reflux;

2-furanoic acid (88-14-2) + 2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline (3416-93-1) → 2-furancarbonyl chloride (527-69-5)

Conditions	Yield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide

2-furancarbonyl chloride (527-69-5) + 2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → N-<2-(3,4-dimethoxyphenyl)ethyl>furan-2-carboxamide

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

2-furancarbonyl chloride (527-69-5) + 3-methyl-piperazine-1-carboxylic acid tert-butyl ester (120737-59-9) → 4-(furan-2-ylcarbonyl)-3-methylpiperazine-1-carboxylic acid tert-butyl ester (146951-98-6)

Conditions	Yield
With triethylamine In chloroform for 48h; Ambient temperature;	100%

2-furancarbonyl chloride (527-69-5) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-methoxy-N-methyl-2-furancarboxamide (95091-92-2)

Conditions	Yield
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%

2-furancarbonyl chloride (527-69-5) + phenethylamine (64-04-0) → N-phenethylfuran-2-carboxamide (153579-79-4)

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

tetrahydrofuran (109-99-9) + 2-furancarbonyl chloride (527-69-5) → furan-2-carboxylic acid 4-iodo-butyl ester

Conditions	Yield
With bis(iodozinc)methane at 25℃; Substitution;	100%

(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 (209332-44-5) + 2-furancarbonyl chloride (527-69-5) → (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	Yield
With pyridine at 20℃;	100%

7-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-3,4a,5-trimethyl-4a,5,6,7-tetrahydro-4H-naphtho[2,3-b]furan-2-one (194789-88-3) + 2-furancarbonyl chloride (527-69-5) → 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 (902462-74-2)

Conditions	Yield
With dmap In dichloromethane at 20℃; for 3h;	100%

2-furancarbonyl chloride (527-69-5) + 2-amino-6-[2-(methoxymethoxy)phenyl]-5-methyl-4-(3-nitrophenyl)pyridine-3-carbonitrile (925923-78-0) → N-{3-cyano-6-[2-(methoxymethoxy)phenyl]-5-methyl-4-(3-nitrophenyl)pyridin-2-yl}furan-2-carboxamide (925923-79-1)

Conditions	Yield
With pyridine at 20℃; for 20h;	100%

2-furancarbonyl chloride (527-69-5) + (3S,5S)-3-Hydroxy-7-oxa-8-cholesten-6-one (1262676-25-4) → (3S,5S)-7-Oxa-8-cholesten-6-on-3-ol furan-2-carboxylate (1262677-21-3)

Conditions	Yield
With pyridine In dichloromethane at 0℃; for 3h;	100%

2-furancarbonyl chloride (527-69-5) + 3-methyl-3,4-dihydro-2(1H)-quinazolinone (24365-65-9) → 6-(furan-2-carbonyl)-3-methyl-3,4-dihydroquinazolin-2(1H)-one

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

2-furancarbonyl chloride (527-69-5) + 2-(4-isopropyl-5-methylhex-3-en-1-yl)-2-(pent-4-yn-1-yl)propane-1,3-diol (930116-67-9) → 2-(4-isopropyl-5-methylhex-3-en-1-yl)-2-(pent-4-yn-1-yl)propane-1,3-diyl bis(furan-2-carboxylate)

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

2-furancarbonyl chloride (527-69-5) + C21H26F2O5 → C26H28F2O7

Conditions	Yield
With diethylamine In butanone at 20 - 30℃; Reagent/catalyst; Solvent;	100%

thiophene (188290-36-0) + 2-furancarbonyl chloride (527-69-5) → (furan-2-yl)(thiophen-2-yl)methanone (20409-51-2)

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

2-furancarbonyl chloride (527-69-5) + phenol (108-95-2) → furan-2-carboxylic acid phenyl ester (2948-14-3)

Conditions	Yield
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%

2-furancarbonyl chloride (527-69-5) → 2-furoic anhydride (615-08-7)

Conditions	Yield
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%

2-furancarbonyl chloride (527-69-5) + 1,2,3-Benzotriazole (95-14-7) → 2-furoyl-1H-1,2,3-benzotriazole (144223-33-6)

Conditions	Yield
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℃;

2-furancarbonyl chloride (527-69-5) + (2S,5S)-2,5-bis(methoxymethyl)pyrrolidine (90290-05-4, 93621-94-4, 105016-60-2, 144993-81-7) → (2'S,5'S)-[2',5'-Bis(methoxymethyl)-2',3',4',5'-tetrahydro-1'H-pyrrol-1'-yl](2-furyl)methanone (328575-55-9)

Conditions	Yield
With sodium hydroxide In dichloromethane	99%
With sodium hydroxide In dichloromethane at 20℃; for 24h;	99%
With sodium hydroxide In dichloromethane at 20℃;	99%

2-furancarbonyl chloride (527-69-5) + phenylboronic acid (98-80-6) → (furan-2-yl)(phenyl)methanone (2689-59-0)

Conditions	Yield
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%

2-furancarbonyl chloride (527-69-5) + beta-methyl aspartate hydrochloride + dichloromethane (75-09-2) → methyl 3-Carboxy-3-(2-furoylamino)propionate

Conditions	Yield
With triethylamine	99%

2-furancarbonyl chloride (527-69-5) + 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	Yield
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%

2-furancarbonyl chloride (527-69-5) + 7-amino-2-trifluoromethylbenzimidazole dihydrochloride → C13H8F3N3O2 (727663-80-1)

Conditions	Yield
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%

2-furancarbonyl chloride (527-69-5) + 9,11-epoxy-17α-hydroxy-16α-methyl-3-oxandrosta-1,4-diene-17β-carboxylic acid (159264-49-0) + diethylamine (109-89-7) → 9,11-epoxy-17α-[(2-furanylcarbonyl)oxy]16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid (948565-89-7)

Conditions	Yield
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%

2-furancarbonyl chloride (527-69-5) + (S)-α,α-diphenyl-2-pyrrolidine-2-methanol → furan-2-yl-[(S)-2-(hydroxydiphenylmethyl)pyrrolidin-1-yl]-methanone (1152061-10-3)

Conditions	Yield
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%

2-furancarbonyl chloride (527-69-5) + 3-amino-N-<(benzyloxy)carbonyl>-D-alanine methyl ester hydrochloride → (R)-2-benzyloxycarbonylamino-3-[(furan-2-carbonyl)amino]propionic acid methyl ester (1182348-97-5)

Conditions	Yield
With pyridine In dichloromethane at -10℃; for 6h;	99%

2-furancarbonyl chloride (527-69-5) + 2-amino-5-iodo-benzamide (32658-67-6) → N-(2-carbamoyl-4-iodophenyl)furan-2-carboxamide (1158963-83-7)

Conditions	Yield
With triethylamine In tetrahydrofuran for 2h;	99%

2-furancarbonyl chloride (527-69-5) + C20H31N3O2 → C25H33N3O4

Conditions	Yield
With triethylamine In dichloromethane	99%

2-furancarbonyl chloride (527-69-5) + 6,6,6-Trifluoro-1-phenyl-4-hexyn-3-ol (94792-93-5) → 6,6,6-trifluoro-1-phenylhex-4-yn-3-yl 2-furoate (1388859-81-1)

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;	99%

2-furancarbonyl chloride (527-69-5) + 1-(2-hydroxyphenyl)-3-phenylprop-2-yn-1-one (16619-68-4) → 2-(3-phenylprop-2-ynoyl)phenyl furan-2-carboxylate (1415385-02-2)

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere;	99%

2-furancarbonyl chloride (527-69-5) + 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid (28416-82-2) → GW694301X

Conditions	Yield
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%

2-furancarbonyl chloride (527-69-5) + 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	Yield
With dmap; triethylamine In toluene for 24h; Reflux;	99%

Upstream product

• 13156-75-7 N,N-dimethyl-2-furfurylcarboxamide 
• 1192-62-7 1-(2-furyl)-1-ethanone 
• 88-14-2 2-furanoic acid 
• 3416-93-1 2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline 
• 20842-02-8 potassium furan-2-carboxylate 
• 101-83-7 N-cyclohexyl-cyclohexanamine 
• 119256-40-5 2-amino-4,6-difluoro-benzothiazole 

Downstream Products

• 615-11-2 furfuryl 2-furoate 
• 97035-47-7 furan-2-carboxylic acid-(3,4-dimethyl-phenyl ester) 
• 112535-67-8 furan-2-carbothioic acid S-pentachlorophenyl ester 
• 13365-64-5 (4-bromophenyl)(furan-2-yl)methanone 
• 101431-58-7 [2]furyl-(4-pentyloxy-phenyl)-ketone 
• 16386-50-8 5-(furan-2-carbonyloxy)-benzo[1,3]dioxole 
• 17357-60-7 p-tolyl furan-2-carboxylate 
• 69241-43-6 2-(3,4-Dimethoxybenzoyl)furan 
• 101585-00-6 furan-2-carboxylic acid-(1-phenyl-2-pyrrolidino-ethyl ester); hydrochloride 
• 917561-76-3 Furan-2-carboxylic acid (2,5-dimethoxy-4-nitro-phenyl)-amide 
• 4682-94-4 furan-2-yl(4-hydroxyphenyl)methanone 
• 82941-04-6 biphenyl-4-yl-[2]furyl ketone 
• 100886-34-8 [2]furyl-(4-propoxy-phenyl)-ketone 
• 100976-20-3 (4-butoxy-phenyl)-[2]furyl ketone 

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