5-Benzofuranamine supplier | CasNO.58546-89-7

Name
1-BENZOFURAN-5-AMINE
EINECS
CAS No. 58546-89-7
Article Data13
CAS DataBase
Density 1.225g/cm³
Solubility
Melting Point
Formula C₈H₇NO
Boiling Point 259.8 °C at 760 mmHg
Molecular Weight 133.15
Flash Point 110.9 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms (Benzo[b]furan-5-yl)amine;Benzofuran-5-ylamine;
PSA 39.16000
LogP 2.59620

Synthetic route

: N-(3-oxo-2,3-dihydrobenzofuran-5-yl)acetamide

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Stage #1: N-(3-oxo-2,3-dihydrobenzofuran-5-yl)acetamide With 5%-palladium/activated carbon; hydrogen In ethanol at 20℃; Stage #2: With hydrogenchloride In ethanol; water for 6h; Reflux;	91.3%

: 909398-11-4
N-benzofuran-5-yl-2-hydroxy-2-methyl-propionamide

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
With hydrogenchloride for 2h;	75%

: 23145-07-5
5-bromobenzofuran

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
With bis(triphenylphosphine)nickel(II) chloride; lithium hexamethyldisilazane In toluene at 100℃; for 2h; Glovebox; Sealed tube;	74%
With copper(I) oxide; ammonium hydroxide; N1-(furan-2-ylmethyl)-N2-(2-methylnaphthalen-1-yl)oxalamide; potassium hydroxide In ethanol at 80℃; for 24h; Schlenk technique; Inert atmosphere;	64%

: 58560-09-1
N-(benzofuran-5-yl)acetamide

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water Reflux;	59%

: 1-(benzofuran-5-yl)ethanol

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
With sodium azide; methanesulfonic acid; trifluoroacetic acid In hexane at 40℃; for 12h;	55%

: 18761-31-4
5-nitrobenzofuran

: 7439-89-6
iron

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; dichloromethane; water at 100℃; for 3h;	51%

: 18761-31-4
5-nitrobenzofuran

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
With ethanol; aluminium amalgam; nickel
With ethanol; nickel Hydrogenation;

: 909398-09-0
2-(benzofuran-5-yloxy)-2-methyl-propionamide

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / sodium hydride / dimethylformamide / 3 h / 150 °C 2: 75 percent / aq.HCl / 2 h View Scheme

: 13391-28-1
5-methoxybenzofuran

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 80 percent / BBr3*SMe2 / chlorobenzene / 12 h / 130 °C 2: 60 percent / sodium hydride / dioxane / 6 h / 100 °C 3: 60 percent / sodium hydride / dimethylformamide / 3 h / 150 °C 4: 75 percent / aq.HCl / 2 h View Scheme

: 13196-10-6
benzofuran-5-ol

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 60 percent / sodium hydride / dioxane / 6 h / 100 °C 2: 60 percent / sodium hydride / dimethylformamide / 3 h / 150 °C 3: 75 percent / aq.HCl / 2 h View Scheme

: 69034-13-5
p-methoxyphenoxyacetaldehyde diethyl acetal

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 35 percent / poliphosphoric acid / benzene / 2 h / 100 °C 2: 80 percent / BBr3*SMe2 / chlorobenzene / 12 h / 130 °C 3: 60 percent / sodium hydride / dioxane / 6 h / 100 °C 4: 60 percent / sodium hydride / dimethylformamide / 3 h / 150 °C 5: 75 percent / aq.HCl / 2 h View Scheme

: 150-76-5
4-methoxy-phenol

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 95 percent / potassium carbonate / dimethylformamide / 3 h / Heating 2: 35 percent / poliphosphoric acid / benzene / 2 h / 100 °C 3: 80 percent / BBr3*SMe2 / chlorobenzene / 12 h / 130 °C 4: 60 percent / sodium hydride / dioxane / 6 h / 100 °C 5: 60 percent / sodium hydride / dimethylformamide / 3 h / 150 °C 6: 75 percent / aq.HCl / 2 h View Scheme

: 3199-61-9
ethyl coumarilate

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: acetic acid anhydride; sulfuric acid; nitric acid 2: ethanolic KOH-solution 3: copper; quinoline 4: Raney nickel; ethanol / Hydrogenation View Scheme
Multi-step reaction with 3 steps 1: acetic acid anhydride; sulfuric acid; nitric acid 2: ethanolic KOH-solution 3: Raney nickel; ethanol / Hydrogenation View Scheme

: 10242-12-3
5-nitrobenzofuran-2-carboxylic acid

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper; quinoline 2: Raney nickel; ethanol / Hydrogenation View Scheme

: 69604-00-8
ethyl 5-nitrobenzo[d]furan-2-carboxylate

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanolic KOH-solution 2: copper; quinoline 3: Raney nickel; ethanol / Hydrogenation View Scheme
Multi-step reaction with 2 steps 1: ethanolic KOH-solution 2: Raney nickel; ethanol / Hydrogenation View Scheme

: 97-51-8
5-Nitrosalicylaldehyde

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate; butanone 2: copper; quinoline 3: Raney nickel; ethanol / Hydrogenation View Scheme
Multi-step reaction with 4 steps 1: potassium carbonate; butanone 2: ethanolic KOH-solution 3: copper; quinoline 4: Raney nickel; ethanol / Hydrogenation View Scheme
Multi-step reaction with 3 steps 1: potassium carbonate; butanone 2: ethanolic KOH-solution 3: Raney nickel; ethanol / Hydrogenation View Scheme

: tin(II)chloride dihydrate

: 60-29-7
diethyl ether

: 18761-31-4
5-nitrobenzofuran

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
With sodium hydroxide In hydrogenchloride; water

...Expand

: 103-90-2
4-acetaminophenol

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: potassium carbonate / acetone / 12 h / 55 °C 2: 1 h / 250 °C / Microwave irradiation 3: potassium carbonate / acetone / 12 h / 55 °C 4: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II) / toluene / 12 h / 65 °C 5: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 90 °C 6: hydrogenchloride / ethanol; water / Reflux View Scheme

Yield

Multi-step reaction with 6 steps
1: potassium carbonate / acetone / 12 h / 55 °C
2: 1 h / 250 °C / Microwave irradiation
3: potassium carbonate / acetone / 12 h / 55 °C
4: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II) / toluene / 12 h / 65 °C
5: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 90 °C
6: hydrogenchloride / ethanol; water / Reflux
View Scheme

: 6622-73-7
4-acetamidophenyl allyl ether

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 1 h / 250 °C / Microwave irradiation 2: potassium carbonate / acetone / 12 h / 55 °C 3: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II) / toluene / 12 h / 65 °C 4: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 90 °C 5: hydrogenchloride / ethanol; water / Reflux View Scheme

Yield

Multi-step reaction with 5 steps
1: 1 h / 250 °C / Microwave irradiation
2: potassium carbonate / acetone / 12 h / 55 °C
3: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II) / toluene / 12 h / 65 °C
4: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 90 °C
5: hydrogenchloride / ethanol; water / Reflux
View Scheme

: 861295-49-0
N-(3-allyl-4-(allyloxy)phenyl)acetamide

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II) / toluene / 12 h / 65 °C 2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 90 °C 3: hydrogenchloride / ethanol; water / Reflux View Scheme

: N-(3-(prop-1-en-1-yl)-4-(prop-1-en-1-yloxy)phenyl)acetamide

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 90 °C 2: hydrogenchloride / ethanol; water / Reflux View Scheme

: 84176-62-5
N-(3-allyl-4-hydroxyphenyl)acetamide

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: potassium carbonate / acetone / 12 h / 55 °C 2: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II) / toluene / 12 h / 65 °C 3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 90 °C 4: hydrogenchloride / ethanol; water / Reflux View Scheme

: 51-66-1
4-methoxyacetanilide

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / dichloromethane / 6 h / Reflux 2.1: potassium carbonate / dichloromethane / 1 h / Reflux 3.1: hydrogen; 5%-palladium/activated carbon / ethanol / 20 °C 3.2: 6 h / Reflux View Scheme

: 861613-56-1
N-(3-(2-chloroacetyl)-4-hydroxyphenyl)acetamide

: 58546-89-7
1-benzofuran-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate / dichloromethane / 1 h / Reflux 2.1: hydrogen; 5%-palladium/activated carbon / ethanol / 20 °C 2.2: 6 h / Reflux View Scheme

: 58546-89-7
1-benzofuran-5-amine

: 79-04-9
chloroacetyl chloride

: N-(benzofuran-5-yl)-2-chloroacetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	99%

: 58546-89-7
1-benzofuran-5-amine

: 230955-75-6
6-acetoxy-4-chloro-7-methoxyquinazoline

: 1012060-37-5
4-(Benzofuran-5-ylamino)-7-methoxyquinazolin-6-ol

Conditions

Conditions	Yield
In isopropyl alcohol Heating / reflux;	92%

: 58546-89-7
1-benzofuran-5-amine

: 162364-72-9
7-benzyloxy-4-chloro-6-methoxyquinazoline

: 1012060-39-7
N-(Benzofuran-5-yl)-7-(benzyloxy)-6-methoxyquinazolin-4-amine

Conditions

Conditions	Yield
In isopropyl alcohol for 3h; Heating / reflux;	91%

: 58546-89-7
1-benzofuran-5-amine

: 144927-57-1
ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

: 4-(benzofuran-5-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid ethyl ester hydrochloride

Conditions

Conditions	Yield
In isopropyl alcohol for 1h; Reflux;	87%

: 58546-89-7
1-benzofuran-5-amine

: 111-66-0
oct-1-ene

: 201230-82-2
carbon monoxide

: C17H23NO2

Conditions

Conditions	Yield
With palladium(II) acetylacetonate In toluene at 100℃; under 30003 Torr; for 20h; Autoclave; Inert atmosphere; regioselective reaction;	82%

...Expand

: 58546-89-7
1-benzofuran-5-amine

: C7H6N2O2

: N-(benzofuran-5-yl)-4-cyano-1-methyl-1H-pyrrole-2-carboxamide

Conditions

Conditions	Yield
Stage #1: C7H6N2O2 With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Stage #2: 1-benzofuran-5-amine In N,N-dimethyl-formamide at 20℃;	79%

: 58546-89-7
1-benzofuran-5-amine

: 541-41-3
chloroformic acid ethyl ester

: 1606129-10-5
5-ethoxycarbonylaminobenzofuran

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 4h;	78%

: 58546-89-7
1-benzofuran-5-amine

: 24424-99-5
di-tert-butyl dicarbonate

: tert-butyl benzofuran-5-ylcarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;	73%

: 58546-89-7
1-benzofuran-5-amine

: benzofuran-5-diazonium tetrafluoroborate

Conditions

Conditions	Yield
Stage #1: 1-benzofuran-5-amine With tetrafluoroboric acid In ethanol; water at 0 - 20℃; for 0.0833333h; Stage #2: With tert.-butylnitrite In ethanol; water at 0 - 20℃; for 1.25h;	70%

: ammonium thiocyanate

: 58546-89-7
1-benzofuran-5-amine

: 12-oxa-5-thia-3-azatricyclo[7.3.0.0{2,6}]dodeca-1,3,6,8,10-pentaen-4-amine

Conditions

Conditions	Yield
Stage #1: ammonium thiocyanate; 1-benzofuran-5-amine With acetic acid at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With bromine at 10 - 20℃; for 12h; Inert atmosphere;	70%

: 58546-89-7
1-benzofuran-5-amine

: 1147550-11-5
ammonium thiocyanate

: 10-oxa-3-thia-5-azatricycIo[7.3.0.0{2,6}]dodeca-1,4,6,8,11-pentaen-4-amine

Conditions

Conditions	Yield
Stage #1: 1-benzofuran-5-amine; ammonium thiocyanate With acetic acid at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With bromine at 10 - 20℃;	70%

: 58546-89-7
1-benzofuran-5-amine

: 108-94-1
cyclohexanone

: 123-08-0
4-hydroxy-benzaldehyde

: 4-(8,9,10,11-tetrahydrofuro[3,2-a]phenanthridin-7-yl)phenol

Conditions

Conditions	Yield
With hydrogenchloride In ethanol for 12h; Reflux;	69%

...Expand

: 58546-89-7
1-benzofuran-5-amine

: 77716-11-1
4-[(tert-butoxycarbonyl)amino]-1-methyl-1H-pyrrole-2-carboxylic acid

: tert-butyl (5-(benzofuran-5-ylcarbamoyl)-1methyl-1H-pyrrol-3-yl)carbamate

Conditions

Conditions	Yield
Stage #1: 4-[(tert-butoxycarbonyl)amino]-1-methyl-1H-pyrrole-2-carboxylic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Stage #2: 1-benzofuran-5-amine In N,N-dimethyl-formamide at 20℃;	67%

: 58546-89-7
1-benzofuran-5-amine

: 1238860-44-0
7-chloro-3-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine

: 1238860-40-6
N-(benzofuran-5-yl)-3-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidin-7-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 170℃; for 0.75h; Microwave irradiation;	66%

: 58546-89-7
1-benzofuran-5-amine

: 86-98-6
4,7-dichloroquinoline

: 100672-03-5
4-(benzofuran-5-ylamino)-7-chloroquinoline hydrochloride

Conditions

Conditions	Yield
In ethanol Heating;	58%

: 58546-89-7
1-benzofuran-5-amine

: methyl 3-(5-(bromomethyl)-1H-1,2,3-triazol-1-yl)-5-phenylthiophene-2-carboxylate

: methyl 3-(5-((benzofuran-5-ylamino)methyl)-1H-1,2,3-triazol-1-yl)-5-phenylthiophene-2-carboxylate

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl at 110℃; for 1h; Microwave irradiation;	58%

: 58546-89-7
1-benzofuran-5-amine

: 5600-21-5
2-amino-6-methyl-4-chloropyrimidine

: 32315-10-9
bis(trichloromethyl) carbonate

: 1-(benzofuran-5-yl)-3-(4-chloro-6-methylpyrimidin-2-yl)urea

Conditions

Conditions	Yield
Stage #1: 1-benzofuran-5-amine; bis(trichloromethyl) carbonate With triethylamine In dichloromethane at 0 - 20℃; for 5h; Stage #2: 2-amino-6-methyl-4-chloropyrimidine In toluene at 100℃;	36%

...Expand

: 58546-89-7
1-benzofuran-5-amine

: 86864-60-0
2-(tert-butyldimethylsilyloxy)ethyl bromide

: N-{2-[(tert-butyldimethylsilyl)oxy]ethyl}-1-benzofuran-5-amine

Conditions

Conditions	Yield
Stage #1: 1-benzofuran-5-amine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.583333h; Stage #2: 2-(tert-butyldimethylsilyloxy)ethyl bromide In N,N-dimethyl-formamide; mineral oil at 60℃; for 20h;	30%

: 58546-89-7
1-benzofuran-5-amine

: 898252-84-1
2-butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide

: 4-(1-benzofuran-5-ylamino)-2-butyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Conditions

Conditions	Yield
In acetonitrile at 130 - 140℃; for 1.75h; Microwave irradiation;	27%

: 58546-89-7
1-benzofuran-5-amine

: 98-88-4
benzoyl chloride

: N-benzofuran-5-yl-benzamide

Conditions

Conditions	Yield
With sodium hydroxide

: 58546-89-7
1-benzofuran-5-amine

: 107-93-7
(E)-but-2-enoic acid

: 96439-85-9
3-(Benzofuran-5-ylamino)-butyric acid

Conditions

Conditions	Yield
In benzene for 16h; Heating;

: 58546-89-7
1-benzofuran-5-amine

: 292638-85-8
acrylic acid methyl ester

: 96439-78-0
3-(Benzofuran-5-ylamino)-propionic acid methyl ester

Conditions

Conditions	Yield
With acetic acid for 20h; Heating;

: 58546-89-7
1-benzofuran-5-amine

: 4455-14-5
ethyl 2-(methylsulfinyl)acetate

: 8-Methylsulfanyl-6,8-dihydro-furo[3,2-e]indol-7-one

Conditions

Conditions	Yield
Yield given. Multistep reaction;

5-Benzofuranamine Specification

The 5-Benzofuranamine, with CAS registry number 58546-89-7, has the systematic name of 1-benzofuran-5-amine. Besides this, it is also called 5-Amino-1-benzofuran. Its molecular weight is 133.15. And the chemical formula of this chemical is C₈H₇NO.

Physical properties of 5-Benzofuranamine: (1)ACD/LogP: 1.39; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.38; (4)ACD/LogD (pH 7.4): 1.39; (5)ACD/BCF (pH 5.5): 6.55; (6)ACD/BCF (pH 7.4): 6.68; (7)ACD/KOC (pH 5.5): 132.8; (8)ACD/KOC (pH 7.4): 135.5; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 16.38 Å²; (13)Index of Refraction: 1.671; (14)Molar Refractivity: 40.63 cm³; (15)Molar Volume: 108.6 cm³; (16)Polarizability: 16.1×10^-24cm³; (17)Surface Tension: 51.4 dyne/cm; (18)Density: 1.225 g/cm³; (19)Flash Point: 110.9 °C; (20)Enthalpy of Vaporization: 49.75 kJ/mol; (21)Boiling Point: 259.8 °C at 760 mmHg; (22)Vapour Pressure: 0.0127 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: o2c1ccc(cc1cc2)N
(2)InChI: InChI=1/C8H7NO/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5H,9H2
(3)InChIKey: GMOLCSICTCPZCU-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C8H7NO/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5H,9H2
(5)Std. InChIKey: GMOLCSICTCPZCU-UHFFFAOYSA-N

Product Name

1-BENZOFURAN-5-AMINE

Synthetic route

5-Benzofuranamine Specification

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