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556-18-3

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556-18-3 Usage

Description

4-Aminobenzaldehyde can be made into polymer with a certain conductivity and corrosion resistance, and the combination of stainless steel is better than the epoxy resin. It can be used as intermediate of pharmaceutical and dye. It is also used in organic synthesis. Additionally, it can react with Carbonyl dichloride to get 4-Formylphenyl isocyanate.

Reference

Lei, Z. U. "Preparation and Application of 4-Aminobenzaldehyde and Its Polymer." Journal of Yanbian University (2008).

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 4, p. 31, 1963Tetrahedron Letters, 30, p. 251, 1989 DOI: 10.1016/S0040-4039(00)95173-6

Check Digit Verification of cas no

The CAS Registry Mumber 556-18-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 6 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 556-18:
(5*5)+(4*5)+(3*6)+(2*1)+(1*8)=73
73 % 10 = 3
So 556-18-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H7NO/c8-7-3-1-6(5-9)2-4-7/h1-5H,8H2

556-18-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-amino-Benzaldehyde

1.2 Other means of identification

Product number -
Other names 4-Aminobenzenecarbaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:556-18-3 SDS

556-18-3Synthetic route

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With hydrazine hydrate In ethanol; water at 80℃; for 1h; chemoselective reaction;100%
With NiRh3; hydrogen In ethyl acetate at 20℃; for 12h; Mechanism; Reagent/catalyst; Solvent; chemoselective reaction;99%
With hydrogen In ethanol; water at 25℃; under 11251.1 Torr; for 6h; chemoselective reaction;99%
4-aminobenzenemethanol
623-04-1

4-aminobenzenemethanol

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With silica-supported Jones reagent In dichloromethane for 0.00269444h;100%
With aluminum oxide In N,N-dimethyl-formamide at 120℃; for 10h; Inert atmosphere;96%
With sulfuric acid; dihydrogen peroxide; sodium bromide In 1,4-dioxane; water at 70℃; Flow reactor; Green chemistry;90%
4-nitrobenzyl chloride
619-73-8

4-nitrobenzyl chloride

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
Stage #1: 4-nitrobenzyl chloride With potassium sulfate; lead dioxide at 37℃; for 1.5h;
Stage #2: With nickel dichloride In cyclohexane at 9 - 56℃; for 5.66667h; Temperature;
98.8%
With sodium sulfide
With sodium disulfide
4,4'-diformylazobenzene
140661-40-1, 52550-86-4

4,4'-diformylazobenzene

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With aminomethyl polysterene resin formic acid salt; zinc In methanol at 20℃; for 0.333333h;95%
With aminomethylpolystyrene-supported formate; palladium on activated charcoal In methanol at 20℃; for 3.5h;93%
With polystyrene-CH2-NH3(+)HCO2(-); magnesium In methanol at 20℃; for 0.25h;92%
With zinc In methanol at 25℃; for 0.2h; Inert atmosphere;90%
With magnesium In methanol at 25℃; for 0.233333h; Inert atmosphere;90%
4-azidobenzaldehyde
24173-36-2

4-azidobenzaldehyde

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With formic acid; tris(2,2'-bipyridyl)ruthenium dichloride; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; Irradiation; chemoselective reaction;92%
4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;90%
With 9-borabicyclo[3.3.1]nonane dimer; lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran for 6h; Ambient temperature;79%
With 9-borabicyclo[3.3.1]nonane dimer; tert.-butyl lithium 1.) THF, room temp.; 2.) THF, pentane, -20 deg C, 10 min and room temp., 6 h; Yield given. Multistep reaction;
p-toluidine
106-49-0

p-toluidine

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With tert.-butylhydroperoxide In water at 60℃; for 2.5h; Green chemistry;90%
With sodium hydroxide In 4-amino-N-hydroxyphthalimide62%
With hydrogenchloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone In water at 20℃; for 2h; regiospecific reaction;62%
4-nitrobenzaldehyde oxime
1129-37-9

4-nitrobenzaldehyde oxime

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; iron In methanol; water for 0.5h; Heating;90%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With ammonium hydroxide; (2-methylacetatobenzyl)triphenylphosphonium hexabromodipalladate(II) at 60℃; for 5h;90%
With ammonium hydroxide; trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate In neat (no solvent) at 80℃; for 6h;90%
With ammonium hydroxide; bis[(2-methylacetatobenzyl)tri(p-tolyl)phosphonium] hexabromodipalladate(II) In neat (no solvent) at 60℃; for 5h;88%
4-formylphenylboronic acid,
87199-17-5

4-formylphenylboronic acid,

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 18h;83%
1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With sodium sulfide; water; sulfur; sodium hydroxide In ethanol; N,N-dimethyl-formamide at 65 - 90℃; for 3.5h;80%
With sodium sulphide nonahydrate; sulfur; sodium hydroxide In ethanol; water at 80℃; for 3h;45%
With sodium sulfide; sodium hydroxide; sulfur27%
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

A

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

B

4-aminobenzenemethanol
623-04-1

4-aminobenzenemethanol

Conditions
ConditionsYield
With titanium(IV) oxide In isopropyl alcohol; acetonitrile for 20h; Kinetics; UV-irradiation; Inert atmosphere; chemoselective reaction;A n/a
B 80%
With hydrogen In toluene at 30℃; under 3750.38 Torr; for 1h; Catalytic behavior; Reagent/catalyst; Autoclave; High pressure;A 26%
B 74%
With 0.2C27H36N2*Pt; hydrogen In tetrahydrofuran at 30℃; under 750.075 Torr; for 3h; Overall yield = 94 %; chemoselective reaction;
carbon monoxide
201230-82-2

carbon monoxide

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With palladium(II) acetylacetonate; N,N,N,N,-tetramethylethylenediamine; hydrogen; bis-diphenylphosphinomethane In toluene at 100℃; under 7500.75 Torr; for 10h; Autoclave;75%
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

A

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

B

4-nitrobenzyl chloride
619-73-8

4-nitrobenzyl chloride

Conditions
ConditionsYield
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran; water at 20℃; for 0.5h; Title compound not separated from byproducts;A 73%
B 24%
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h; Title compound not separated from byproducts.;
With pyridine; hydrogen In water at 80℃; under 15001.5 Torr; for 4h; chemoselective reaction;
4-formylphenylboronic acid,
87199-17-5

4-formylphenylboronic acid,

A

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

B

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With ammonium hydroxide; potassium nitrate In water at 20℃; for 2h; Electrochemical reaction; chemoselective reaction;A 70%
B n/a
para-acetamidobenzaldehyde
122-85-0

para-acetamidobenzaldehyde

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With sodium hydroxide In methanol; water for 2h; Reflux;64%
With sodium hydroxide In methanol
4-nitrobenzyl chloride
619-73-8

4-nitrobenzyl chloride

A

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

B

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

C

4,4'-diformylazobenzene
140661-40-1, 52550-86-4

4,4'-diformylazobenzene

D

4,4'-diformylazoxybenzene
4329-74-2

4,4'-diformylazoxybenzene

Conditions
ConditionsYield
With cadmium(II) sulphide In water; acetonitrile at 20℃; under 37.5038 Torr; for 24h; Inert atmosphere; Irradiation;A 9%
B 60%
C 13%
D 7%
2-(4-formylphenoxy)propanamide
1039974-60-1

2-(4-formylphenoxy)propanamide

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 140℃; for 8h; Green chemistry;56%
p-(iodophenyl)carboxaldehyde
15164-44-0

p-(iodophenyl)carboxaldehyde

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With ammonium hydroxide; copper(l) iodide; N,N'-bis(3,5-dimethoxyphenyl)cyclopentane-1,1-dicarboxamide; caesium carbonate In dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere; Sealed tube;33%
N-(4-nitrobenzyl)aniline
10359-18-9

N-(4-nitrobenzyl)aniline

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With sodium sulfide; ethanol; sulfur man behandelt das Produkt mit Wasser oder mit waessr. Loesungen von Alkalidisulfiten;
With sodium sulfide; ethanol; sulfur
With sodium sulfide; ethanol; sulfur
4-aminobenzaldehyde oxime
3419-18-9

4-aminobenzaldehyde oxime

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride man loest das Produkt in Wasser, fuegt zu der Loesung Natronlauge und schuettelt die Loesung mit Aether aus;
hydrogen cyanide
74-90-8

hydrogen cyanide

aniline
62-53-3

aniline

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With diethyl ether Erhitzen des Reaktionsprodukts bis auf 300grad und kurzes Erwaermen des Reaktionsgemisches mit wss. Kalilauge;
aniline
62-53-3

aniline

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether Erhitzen des Reaktionsprodukts bis auf 300grad und kurzes Erwaermen des Reaktionsgemisches mit wss. Kalilauge;
With formaldehyd; 4-hydroxyl-amino-toluene-sulfonic acid-(2) man zersetzt das Reaktionsprodukt durch Kochen mit Ammoniak oder Natronlauge;
4-aminobenzohydrazide
5351-17-7

4-aminobenzohydrazide

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With ammonia; potassium hexacyanoferrate(III)
4-nitrobenzonitrile
619-72-7

4-nitrobenzonitrile

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
With acetic acid ester; ethanol; nickel
ethyl 2-cyano-3-(4-(dimethylamino)phenyl)acrylate
14394-77-5, 74897-86-2, 1886-52-8

ethyl 2-cyano-3-(4-(dimethylamino)phenyl)acrylate

A

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

B

sodium salt of ethyl cyanoacetate

sodium salt of ethyl cyanoacetate

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 30℃; Rate constant; Thermodynamic data; Kinetics; other temperatures; ΔH(excit.), ΔS(excit.);
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

A

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

B

4-aminobenzenemethanol
623-04-1

4-aminobenzenemethanol

C

4-hydroxyamino-benzaldehyde
86233-65-0

4-hydroxyamino-benzaldehyde

D

4-(hydroxyamino)benzyl alcohol
99237-42-0

4-(hydroxyamino)benzyl alcohol

Conditions
ConditionsYield
In ethanol; water at 25℃; Rate constant; Mechanism; Product distribution; polarographic reduction; potential dependent rate constanzs kf,h, αna; pH = 1.81-11.00;
C7H9NO*C5H5N*Br3H

C7H9NO*C5H5N*Br3H

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

Conditions
ConditionsYield
In acetic acid at 19.9℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.), var. temp.;
sulfuric acid
7664-93-9

sulfuric acid

5-(4-amino-phenyl)-5-hydroxy-barbituric acid
89815-38-3

5-(4-amino-phenyl)-5-hydroxy-barbituric acid

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

4-aminobenzenemethanol
623-04-1

4-aminobenzenemethanol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol for 5h;99.2%
With sodium tetrahydroborate; silica gel at 40 - 45℃; for 1.5h;94%
With Zn(BH4)2(bpy) In acetonitrile at 20℃; for 0.133333h;94%
cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

p-aminocinnamic acid
2393-18-2

p-aminocinnamic acid

Conditions
ConditionsYield
With lemon juice In water at 20℃; for 0.25h; Reagent/catalyst; Knoevenagel Condensation; Sonication; Green chemistry;99%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

4-aminobenzamide
2835-68-9

4-aminobenzamide

Conditions
ConditionsYield
With aluminum oxide; hydroxylamine hydrochloride; methanesulfonyl chloride; water at 100℃; for 1.5h;97%
With hydroxylamine hydrochloride; methanesulfonyl chloride In neat (no solvent) at 70℃; for 3h;88%
With tert.-butylhydroperoxide; titanium superoxide; saccharin In 1,4-dioxane; hexane at 90℃; for 1h; Green chemistry;38%
Multi-step reaction with 2 steps
1: hydroxylamine hydrochloride; pyridine / methanol / 24 h / 20 °C
2: [RuCl2(η2-C6H6){P(NMe2)3}]; water / 7 h / 100 °C / Inert atmosphere; Sealed tube
View Scheme
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

4-hydrazinyl-3-(methylsulfanyl)-1-phenyl-pyrazolo[3,4-d]pyrimidine
1415387-18-6

4-hydrazinyl-3-(methylsulfanyl)-1-phenyl-pyrazolo[3,4-d]pyrimidine

4-[2-(4-aminobenzylidene)hydrazinyl]-3-(methylsulphanyl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine
1415387-20-0

4-[2-(4-aminobenzylidene)hydrazinyl]-3-(methylsulphanyl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine

Conditions
ConditionsYield
In ethanol; acetic acid for 4h; Reflux;97%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

allyl bromide
106-95-6

allyl bromide

1-(4-amino-phenyl)-but-3-en-1-ol

1-(4-amino-phenyl)-but-3-en-1-ol

Conditions
ConditionsYield
With titanium(III) chloride; tin(ll) chloride In water at 20℃; for 24h;96%
With titanium(III) chloride; tin(ll) chloride In water at 20℃; for 8h; Barbier reaction;95%
With tin(ll) chloride; cobalt acetylacetonate In water at 20℃; for 6h; Barbier coupling reaction;95%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

1-(4-amino-phenyl)-but-3-en-1-ol

1-(4-amino-phenyl)-but-3-en-1-ol

Conditions
ConditionsYield
With titanium(III) chloride; tin(ll) chloride In water at 20℃; for 24h;96%
With titanium(III) chloride; tin(ll) chloride In water at 20℃; for 8h; Barbier reaction;95%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

7-isopropyl-1,4-dimethyl-azulene
489-84-9

7-isopropyl-1,4-dimethyl-azulene

4-[(E)-2-(3-guaiazulenyl)diazenyl]benzene-1-carbaldehyde
1609117-40-9

4-[(E)-2-(3-guaiazulenyl)diazenyl]benzene-1-carbaldehyde

Conditions
ConditionsYield
Stage #1: 4-aminobenzaldehyde With hydrogenchloride; sodium nitrite In water at 0 - 20℃; for 0.25h;
Stage #2: 7-isopropyl-1,4-dimethyl-azulene In ethanol; water at 20℃; for 2h;
96%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

1-nitro-4-[(E)-2-nitroeth-1-enyl]benzene
3156-41-0, 5576-98-7

1-nitro-4-[(E)-2-nitroeth-1-enyl]benzene

(2E)-1-(4-aminophenyl)-3-(4-nitrophenyl)prop-2-en-1-one
34008-87-2

(2E)-1-(4-aminophenyl)-3-(4-nitrophenyl)prop-2-en-1-one

Conditions
ConditionsYield
In acetonitrile at 20℃; for 8h; Inert atmosphere; Irradiation; Green chemistry;96%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

4-azidobenzaldehyde
24173-36-2

4-azidobenzaldehyde

Conditions
ConditionsYield
Stage #1: 4-aminobenzaldehyde With hydrogenchloride; sodium nitrite In water cooling with ice;
Stage #2: With sodium azide In water at 0 - 20℃;
95%
Diazotization.Einw. von Brom auf die Diazoniumloesung und Behandlung des entstandenen Perbromids mit Ammoniak;
Stage #1: 4-aminobenzaldehyde With sulfuric acid; sodium nitrite In water; acetic acid at 5℃;
Stage #2: With sodium azide In water; acetic acid for 1h;
Stage #1: 4-aminobenzaldehyde With hydrogenchloride; methyl nitrite In methanol; water at 20℃; for 2.5h; pH=8;
Stage #2: With sodium azide In methanol; water at 60℃; for 2.5h;
With hydrogenchloride; sodium azide; water; sodium nitrite at 0℃; for 2h;
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

phenol
108-95-2

phenol

(E)-4-[2-(4-hydroxyphenyl)diazenyl]benzaldehyde
118775-96-5

(E)-4-[2-(4-hydroxyphenyl)diazenyl]benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-aminobenzaldehyde With hydrogenchloride In water; acetone for 0.0833333h; Cooling with ice;
Stage #2: With sodium nitrite In water; acetone at -5 - 0℃; for 0.5h;
Stage #3: phenol With sodium hydroxide In water; acetone at 5 - 20℃; for 1.5h;
95%
Stage #1: 4-aminobenzaldehyde With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 6h;
Stage #2: phenol With sodium hydroxide In water at 0 - 5℃; for 4h; pH=8;
84%
Stage #1: 4-aminobenzaldehyde With hydrogenchloride; sodium nitrite In water; acetone at -10℃; for 1h;
Stage #2: phenol With sodium hydroxide; sodium carbonate In water; acetone at 0℃; for 2h; Further stages.;
41%
Stage #1: 4-aminobenzaldehyde With hydrogenchloride; sodium nitrite In acetone at -15℃; for 0.25h;
Stage #2: phenol With sodium hydroxide In acetone at -15 - 20℃; for 0.5h;
35%
With hydrogenchloride; sodium hydroxide; sodium nitrite 1.) Me2CO, -15 deg C, 2.) Me2CO, -15 deg C; Yield given. Multistep reaction;
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

N-methyl-2-methylpyridinium iodide
872-73-1

N-methyl-2-methylpyridinium iodide

Conditions
ConditionsYield
With piperidine In dichloromethane at 40℃; for 12h;95%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

4-methyl-1,2,3-thiadiazole-5-yl-formyl isocyanate
1254781-51-5

4-methyl-1,2,3-thiadiazole-5-yl-formyl isocyanate

1-(4-formylphenyl)-3-[(4-methyl-1,2,3-thiadiazol-5-yl)carbonyl]urea
1417340-70-5

1-(4-formylphenyl)-3-[(4-methyl-1,2,3-thiadiazol-5-yl)carbonyl]urea

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 20℃; for 8h;95%
In 1,2-dichloro-ethane at 20℃; for 8.25h;95%
(3R,4R,5R)-3-(1-hydroxyethyl)-4-acetoxy-2-azetidinone

(3R,4R,5R)-3-(1-hydroxyethyl)-4-acetoxy-2-azetidinone

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

3-(4-aminophenyl)acrylic acid 3-(1-hydroxyethyl)-4-oxoazetidin-2-yl ester

3-(4-aminophenyl)acrylic acid 3-(1-hydroxyethyl)-4-oxoazetidin-2-yl ester

Conditions
ConditionsYield
With diamine functionalized mesoporous silica (AAPTMS(at)MCM-41) In acetonitrile at 27℃; for 0.15h;95%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

1,8-diaminooctan
373-44-4

1,8-diaminooctan

C15H25N3

C15H25N3

Conditions
ConditionsYield
In toluene at 70℃; for 6h; Inert atmosphere; Schlenk technique;95%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

ethyl acetoacetate
141-97-9

ethyl acetoacetate

urea
57-13-6

urea

C14H17N3O3

C14H17N3O3

Conditions
ConditionsYield
With inorganic-organic hybrid containing imidazolium chloride-butyl sulfonic acid supported on the rice husk silica nanoparticles In ethanol for 0.333333h; Reflux; Green chemistry;95%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

C36H30N4Ni
1402146-02-4

C36H30N4Ni

C43H35N5NiO

C43H35N5NiO

Conditions
ConditionsYield
With iodosylbenzene In dichloromethane for 2h;94%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

6-methyl-2-acetonaphthone
5156-83-2

6-methyl-2-acetonaphthone

C20H17NO
1042687-48-8

C20H17NO

Conditions
ConditionsYield
With sulfuric acid; silica gel at 80℃;93%
3-(4-methylphenyl)-2-(phenylimino)-4-thiazolidinone
32826-77-0

3-(4-methylphenyl)-2-(phenylimino)-4-thiazolidinone

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

5-(4-aminobenzylidene)-3-(4-methylphenyl)-2-(phenylimino)-4-thiazolidinone
1236325-20-4

5-(4-aminobenzylidene)-3-(4-methylphenyl)-2-(phenylimino)-4-thiazolidinone

Conditions
ConditionsYield
With tetrabutylammomium bromide In water at 110℃; for 0.1h; Microwave irradiation;92%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

4-(1H-benzimidazol-2-yl)aniline
2963-77-1

4-(1H-benzimidazol-2-yl)aniline

Conditions
ConditionsYield
With WOx/ZrO2 In 1,4-dioxane at 100℃; for 5h;92%
With sodium metabisulfite In ethanol; water at 74℃; for 0.021h; Wavelength; Microwave irradiation; Sealed tube; Green chemistry;87%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

2-amino-phenol
95-55-6

2-amino-phenol

4-(benzo[d]oxazol-2-yl)aniline
20934-81-0

4-(benzo[d]oxazol-2-yl)aniline

Conditions
ConditionsYield
Stage #1: 4-aminobenzaldehyde; 2-amino-phenol In ethanol for 3h; Reflux;
Stage #2: With lead(IV) tetraacetate In acetic acid at 20℃; for 1h;
92%
With zinc(II) acetate dihydrate at 20℃; for 0.05h; neat (no solvent, solid phase);89%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

2,7-Dihydroxynaphthalene
582-17-2

2,7-Dihydroxynaphthalene

(E)-4-((2,7-dihydroxynaphthalen-1-yl)diazenyl)benzaldehyde

(E)-4-((2,7-dihydroxynaphthalen-1-yl)diazenyl)benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-aminobenzaldehyde With hydrogenchloride In water; acetone for 0.0833333h; Cooling with ice;
Stage #2: With sodium nitrite In water; acetone at -5 - 0℃; for 0.5h;
Stage #3: 2,7-Dihydroxynaphthalene With sodium hydroxide In water; acetone at 5 - 20℃; for 1.5h;
92%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

4-(1H-tetrazol-5-yl)aniline
46047-18-1

4-(1H-tetrazol-5-yl)aniline

Conditions
ConditionsYield
Stage #1: 4-aminobenzaldehyde With hydroxylamine hydrochloride; nitric acid; dimethyl sulfoxide In water at 40℃; for 0.333333h;
Stage #2: With sodium azide In water at 40℃; for 3.5h;
92%
2-oxoindole
59-48-3

2-oxoindole

4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

β-naphthol
135-19-3

β-naphthol

C25H16N2O

C25H16N2O

Conditions
ConditionsYield
With H4[PVMo11O40] suppoted montmorillonite K-10 clay In neat (no solvent) at 100℃; for 1h; Green chemistry;92%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

1-(4-nitrophenyl)-2-(4-(trifluoromethyl)phenyl)ethane-1,2-dione

1-(4-nitrophenyl)-2-(4-(trifluoromethyl)phenyl)ethane-1,2-dione

4-(4-(4-nitrophenyl)-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)aniline

4-(4-(4-nitrophenyl)-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)aniline

Conditions
ConditionsYield
With ammonium acetate In neat (no solvent) at 100℃; for 0.4h;91%
4-aminobenzaldehyde
556-18-3

4-aminobenzaldehyde

4-Aminobenzonitrile
873-74-5

4-Aminobenzonitrile

Conditions
ConditionsYield
With ammonium sulfate; sodium carbonate; sulfur In dimethyl sulfoxide at 120℃; for 10h; Sealed tube;91%

556-18-3Relevant articles and documents

Selective alcohol oxidation catalysed BY FeCl3 /novel glycine functionalised IONIC liquid

Gopalsamy Selvaraj, Ganesh,Karthikeyan, Parasuraman,Manickam, Deepa,Selvarasu, Uthayanila

, (2021/07/14)

An effective and eco-friendly technique were designated for quick alcohol oxidation by glycine functionalised imidazolium ionic liquids in presence of FeCl3 at ambient-temperature. No over the primary alcohols oxidation to carbonyl compounds was observed in presence of this FeCl3/[Gmim]Cl. These benefits of the catalyst resulted mainly from the circumstance with alcohols-H2O2, and the Fe3+ was coordinated by the immobilized IL to permitted both reactants to access the active sites of the catalyst effectively. The catalyst recycled nine times without loss of activity.

Photocatalytic reduction of nitroaromatics into anilines using CeO2-TiO2 nanocomposite

Chen, Changdong,Lu, Caiyun,Sun, Chengxin,Wang, Fangfang,Yin, Zhengfeng

, (2021/08/19)

The reduction of nitro compounds into amines is an important approach for synthetic and pharmaceutical chemistry. The reduced compounds are used as synthetic intermediates in the synthesis of therapeutic molecules. In the present work, we have fabricated cerium dioxide decorated TiO2 nanoparticles using a sol-gel-hydrothermal method. The synthesized nanocomposite was effectively reduced various nitro-compounds, specifically aromatic nitro compounds, into amines in visible light. All the nitro compounds screened in the photoreduction reaction showed >90% conversion with >96% selectivity. Chromatographic techniques confirmed the products obtained. The nanocomposite photocatalyst has excellent stability under the experimental condition and exhibited up to five cycles with no loss of metal content. The nanomaterials were characterized using various spectroscopic techniques.

Synthesis of CoFe2O4@Pd/Activated carbon nanocomposite as a recoverable catalyst for the reduction of nitroarenes in water

Hamadi, Hosein,Kazeminezhad, Iraj,Mohammadian, Sara

, (2021/07/06)

Efficient reduction of nitro compounds into amines is an important industrial transformation. So, it is a great deal to design new catalysts for efficient reduction of the nitro compounds especially in water. In this work, a new magnetic Pd/activated carbon nanocomposite (CoFe2O4@Pd/AC) was synthesized via metal-impregnation-pyrolysis method. The CoFe2O4@Pd/AC was fully characterized by FT-IR, PXRD, FESEM, TEM, VSM, EDX-mapping and BET techniques. The results showed that CoFe2O4@Pd/AC is a highly reactive and easily recoverable magnetic catalyst for the reduction of the nitro compounds by using NaBH4 in water. For instance, aniline was obtained in high yield (99%) after 75 ?min at 25 ?C by using just 6 ?mg of the catalyst. In addition, CoFe2O4@Pd/AC was recovered by a simple magnetic decantation and it exhibits stable activity and remains intact during the catalytic process with no significant loss in activity (8 cycles).

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