Ethyl 2-amino-5-iodobenzoate supplier

Name
Ethyl 2-amino-5-iodobenzoate
EINECS 608-010-2
CAS No. 268568-11-2
Article Data3
CAS DataBase
Density 1.730 g/cm³
Solubility
Melting Point 69-71 °C
Formula C₉H₁₀INO₂
Boiling Point 347.9 °C at 760 mmHg
Molecular Weight 291.088
Flash Point 164.2 °C
Transport Information
Appearance pale yellow crystalline powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Ethyl 5-iodoanthranilate; 2-Amino-...
PSA 52.32000
LogP 2.63130

Synthetic route

: 87-25-2
2-ethoxycarbonylaniline

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

Conditions

Conditions	Yield
With iodine; silver sulfate In ethanol at 20℃; for 1h;	90%

: 64-17-5
ethanol

: 5326-47-6
2-amino-5-iodobenzoic acid

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

Conditions

Conditions	Yield
With hydrogenchloride for 7h; Esterification; Heating;
With thionyl chloride for 18h; Reflux; Inert atmosphere; Cooling with ice;

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 1066-54-2
trimethylsilylacetylene

: 870621-97-9
2-amino-5-trimethylsilanylethynyl-benzoic acid ethyl ester

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In triethylamine at 50℃; for 4h;	90%

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 693-13-0
diisopropyl-carbodiimide

: 6-iodo-3-isopropyl-2-(isopropylamino)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With tris(bis(trimethylsilyl)amido)lanthanum(III) In neat (no solvent) at 100℃; for 24h; Schlenk technique; Inert atmosphere;	86%

: 1003-31-2
thiophene-2-carbonitrile

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 1397709-67-9
ethyl 2-amino-5-(5-cyanothiophen-2-yl)benzoate

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 20h; Inert atmosphere;	77%

: 102-82-9
tributyl-amine

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 1290542-74-3
ethyl 2-amino-5-butyrylbenzoate

Conditions

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); tetrabutylammomium bromide; water; zinc(II) oxide In dimethyl sulfoxide at 100℃; for 36h;	76%

: 18640-74-9
2-isobutylthiazole

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 1397709-71-5
ethyl 2-amino-5-(2-isobutylthiazol-5-yl)-benzoate

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 20h; Inert atmosphere;	73%

: 6436-59-5
ethyl 2-methylthiazole-4-carboxylate

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 1397709-72-6
ethyl 5-(4-amino-3-ethoxycarbonylphenyl)-2-methylthiazole-

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 20h; Inert atmosphere;	72%

: 96-54-8
N-Methylpyrrole

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 1397709-70-4
ethyl 2-amino-5-(1-methylpyrrol-2-yl)benzoate

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 20h; Inert atmosphere;	64%

: 34730-20-6
1-(4-chlorothiophen-2-yl)ethan-1-one

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 1397709-68-0
ethyl 5-(5-acetyl-3-chlorothiophen-2-yl)-2-aminobenzoate

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 20h; Inert atmosphere;	61%

: 6141-58-8
methyl 2-methyl-3-furancarboxylate

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 1397709-69-1
methyl 5-(4-amino-3-ethoxycarbonylphenyl)-2-methylfuran-3-carboxylate

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 20h; Inert atmosphere;	60%

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 85006-31-1
3-amino-4-methyl-2-thiophenecarboxylic acid methyl ester

: 1393718-89-2
3-amino-5-(4-amino-3-ethoxycarbonyl-phenyl)-4-methylthiophene-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With PdCl(C3H5)(dppb); potassium acetate In N,N-dimethyl acetamide at 120℃; for 20h; Inert atmosphere;	42%

: 14794-31-1
ethyl 3-(chloroformyl)propionate

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 268568-12-3
2-(3-ethoxycarbonyl-propionylamino)-5-iodo-benzoic acid ethyl ester

Conditions

Conditions	Yield
With pyridine In toluene for 2h; Acylation; Heating;

: 123-75-1
pyrrolidine

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 1-(2-carbethoxy-4-iodophenylazo)pyrrolidine

Conditions

Conditions	Yield
Stage #1: ethyl 2-amino-5-iodobenzoate With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Stage #2: pyrrolidine With potassium carbonate In water; acetonitrile at 0 - 20℃; Further stages.;

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: C14H17N3O3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: conc. HCl; sodium nitrite / H2O / 0.5 h / 0 °C 1.2: potassium carbonate / H2O; acetonitrile / 0 - 20 °C 2.1: i-PrMgCl*LiCl / tetrahydrofuran / 1 h / -40 °C 2.2: 85 percent / tetrahydrofuran / -40 - 20 °C View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: ethyl 2-azido-5-formyl-benzoate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: conc. HCl; sodium nitrite / H2O / 0.5 h / 0 °C 1.2: potassium carbonate / H2O; acetonitrile / 0 - 20 °C 2.1: i-PrMgCl*LiCl / tetrahydrofuran / 1 h / -40 °C 2.2: 85 percent / tetrahydrofuran / -40 - 20 °C 3.1: 94 percent / sodium azide; boron trifluoride diethyl etherate; trifluoroacetic acid / CH2Cl2 / 20 °C View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: C42H48N2O8

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 90 percent / CuI / Pd(PPh3)4 / triethylamine / 4 h / 50 °C 2: 86 percent / triethylamine / CHCl3 / 2 h / Heating 3: 96 percent / K2CO3 / CH2Cl2; methanol / 3 h / 20 °C View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 870621-98-0
C48H64N2O8Si2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / CuI / Pd(PPh3)4 / triethylamine / 4 h / 50 °C 2: 86 percent / triethylamine / CHCl3 / 2 h / Heating View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 252894-39-6
7-iodo-3,4-dihydro-1H-1-benzazepine-2,5-dione

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine / toluene / 2 h / Heating 2: KH / dimethylformamide; toluene / 3 h / 0 - 80 °C 3: aq. DMSO / 3 h / 150 °C View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 268568-13-4
5-hydroxy-7-iodo-2-oxo-2,3-dihydro-1H-benzo[b]azepine-4-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / toluene / 2 h / Heating 2: KH / dimethylformamide; toluene / 3 h / 0 - 80 °C View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 252894-28-3
2-iodo,9-trifluoromethyl-7,12-dihydro-indolo[3,2-d][1]benzazepin-6(5H)-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: pyridine / toluene / 2 h / Heating 2.1: KH / dimethylformamide; toluene / 3 h / 0 - 80 °C 3.1: aq. DMSO / 3 h / 150 °C 4.1: AcOH / 1 h / 70 °C 4.2: H2SO4; AcOH / 1 h / 70 °C View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 309967-45-1
3-(6-oxo-9-trifluoromethyl-5,6,7,12-tetrahydro-indolo[3,2-d][1]benzazepin-2-yl)-acrylonitrile

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: pyridine / toluene / 2 h / Heating 2.1: KH / dimethylformamide; toluene / 3 h / 0 - 80 °C 3.1: aq. DMSO / 3 h / 150 °C 4.1: AcOH / 1 h / 70 °C 4.2: H2SO4; AcOH / 1 h / 70 °C 5.1: Pd(OAc)2; P(C6H5)3; TEA / dimethylformamide / Heating View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 3-(6-oxo-9-trifluoromethyl-5,6,7,12-tetrahydro-benzo[2,3]azepino[4,5-b]indol-2-yl)-acrylic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: pyridine / toluene / 2 h / Heating 2.1: KH / dimethylformamide; toluene / 3 h / 0 - 80 °C 3.1: aq. DMSO / 3 h / 150 °C 4.1: AcOH / 1 h / 70 °C 4.2: H2SO4; AcOH / 1 h / 70 °C 5.1: Pd(OAc)2; P(C6H5)3; TEA / dimethylformamide / Heating View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 2-(3-hydroxy-prop-1-ynyl)-9-trifluoromethyl-5,12-dihydro-7H-benzo[2,3]azepino[4,5-b]indol-6-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: pyridine / toluene / 2 h / Heating 2.1: KH / dimethylformamide; toluene / 3 h / 0 - 80 °C 3.1: aq. DMSO / 3 h / 150 °C 4.1: AcOH / 1 h / 70 °C 4.2: H2SO4; AcOH / 1 h / 70 °C 5.1: PdCl2[P(C6H5)3]2; CuI; TEA / 50 °C View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 2-(3-oxo-1-butenyl)-9-trifluoromethyl-7,12-dihydro-indolo[3, 2-d][1]benzazepin-6(5H)-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: pyridine / toluene / 2 h / Heating 2.1: KH / dimethylformamide; toluene / 3 h / 0 - 80 °C 3.1: aq. DMSO / 3 h / 150 °C 4.1: AcOH / 1 h / 70 °C 4.2: H2SO4; AcOH / 1 h / 70 °C 5.1: Pd(OAc)2; P(C6H5)3; TEA / dimethylformamide / Heating View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 3-(6-oxo-9-trifluoromethyl-5,6,7,12-tetrahydro-indolo[3,2-d][1]benzazepin-2-yl)-propionitrile

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: pyridine / toluene / 2 h / Heating 2.1: KH / dimethylformamide; toluene / 3 h / 0 - 80 °C 3.1: aq. DMSO / 3 h / 150 °C 4.1: AcOH / 1 h / 70 °C 4.2: H2SO4; AcOH / 1 h / 70 °C 5.1: Pd(OAc)2; P(C6H5)3; TEA / dimethylformamide / Heating 6.1: Mg; MeOH / 1 h / Heating View Scheme

: 268568-11-2
ethyl 2-amino-5-iodobenzoate

: 98 N 349

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: pyridine / toluene / 2 h / Heating 2.1: KH / dimethylformamide; toluene / 3 h / 0 - 80 °C 3.1: aq. DMSO / 3 h / 150 °C 4.1: AcOH / 1 h / 70 °C 4.2: H2SO4; AcOH / 1 h / 70 °C 5.1: PdCl2[P(C6H5)3]2; CuI; TEA / 50 °C View Scheme

Ethyl 2-amino-5-iodobenzoate Specification

The Ethyl 2-amino-5-iodobenzoate, with the CAS registry number 268568-11-2, is also known as Ethyl 5-iodoanthranilate and 2-Amino-5-iodobenzoic acid ethyl ester. It belongs to the product categories of Acids & Esters; Anilines, Amides & Amines; Iodine Compounds. This chemical's molecular formula is C₉H₁₀INO₂ and formula weight is 291.09. What's more, both its IUPAC name and systematic name are the same which is called Ethyl 2-amino-5-iodobenzoate.

Physical properties about this chemical are: (1)ACD/LogP: 4.05; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.05; (4)ACD/LogD (pH 7.4): 4.05; (5)#H bond acceptors: 3; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 4; (8)Polar Surface Area: 52.32 Å²; (9)Index of Refraction: 1.629; (10)Molar Refractivity: 59.8 cm³; (11)Molar Volume: 168.1 cm³; (12)Surface Tension: 52.7 dyne/cm; (13)Density: 1.73 g/cm³; (14)Flash Point: 164.2 °C; (15)Melting Point: 69-71°C; (16)Enthalpy of Vaporization: 59.22 kJ/mol; (17)Boiling Point: 347.9 °C at 760 mmHg; (18)Vapour Pressure: 5.23E-05 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCOC(=O)C1=C(C=CC(=C1)I)N
(2)InChI: InChI=1S/C9H10INO2/c1-2-13-9(12)7-5-6(10)3-4-8(7)11/h3-5H,2,11H2,1H3
(3)InChIKey: FPCLHSGOJPEKKE-UHFFFAOYSA-N

Product Name

Ethyl 2-amino-5-iodobenzoate

Synthetic route

Ethyl 2-amino-5-iodobenzoate Specification

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