Welcome to LookChem.com Sign In|Join Free

CAS

  • or

529-23-7

Post Buying Request

529-23-7 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

529-23-7 Usage

Description

2-Aminobenzaldehyde is one of the three isomers of aminobenzaldehyde. It is used as a versatile substrate for rhodium-catalyzed alkyne hydroacylation.1 It is used to prepare quinoline derivatives as antiviral agents, electroluminescent materials for OLEDs, and 2-tosylaminopheyl cyclopropylmethanols for gold-catalyzed cyclopropyl carbinol rearrangement. It is also used for the Friedl?nder-type synthesis, the benzyl C-H bond amination of acrymethylamines catalyzed by hydroxy-TEMPO, and for silver-catalyzed aniline mediated cascade hydroamination/cycloaddition reactions.

Physical properties

2-Aminobenzaldehyde has recently been identifed as an important component in the fragrant scents of many flowers. These flowers include broom (Spartium junceum), false acacia (Robinia pseudoacacia), European bird cherry (Padus avium), ily (Lilium candidum), seringat (Philadelphus coronarius), Pittosporum tobira, Hypecoum imberbe, and H. fragrant. This chemical is also responsible for the“"sweet" or fragrant odor of the wild mushroom Hebeloma sacchariolens.

Uses

Different sources of media describe the Uses of 529-23-7 differently. You can refer to the following data:
1. Reactant for: Preparation of quinoline derivatives as antiviral agents Preparation of electroluminescent materials for OLEDs Friedlander-type synthesis Preparation of 2-tosylaminophenyl cyclopropylmethanols for gold-catalyzed cyclopropyl carbinol rearrangement Benzyl C-H bond amination of arylmethylamines catalyzed by hydroxy-TEMPO Silver-catalyzed aniline mediated cascade hydroamination/cycloaddition reactions
2. Reactant for:Preparation of quinoline derivatives as antiviral agentsPreparation of electroluminescent materials for OLEDsFriedlander-type synthesisPreparation of 2-tosylaminophenyl cyclopropylmethanols for gold-catalyzed cyclopropyl carbinol rearrangementBenzyl C-H bond amination of arylmethylamines catalyzed by hydroxy-TEMPOSilver-catalyzed aniline mediated cascade hydroamination/cycloaddition reactions

Preparation

2-Aminobenzaldehyde is prepared by reduction of 2- nitrobenzaldehyde with aqueous ferrous sulfate and ammonia. Since the product contains both aldehyde and amino groups it polymerizes easily. This means that it must be isolated rapidly after it forms, which is done by steam distillation of the product from the reaction mixture.

Reference

M. Castaing, S. L. Wason, B. Estepa, J. F. Hooper, M. C. Willis, 2‐Aminobenzaldehydes as Versatile Substrates for Rhodium‐Catalyzed Alkyne Hydroacylation: Application to Dihydroquinolone Synthesis, Angewandte Chemie, 2013, vol. 52, pp. 13280-13283

Chemical Properties

light yellow crystalline powder

Purification Methods

Distil it in steam and recrystallise it from H2O or EtOH/ Et2O. The semicarbazone has m 247o. [Beilstein 14 H 21, 14 I 356, 14 II 14, 14 III 47, 14 IV 42.]

Check Digit Verification of cas no

The CAS Registry Mumber 529-23-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 9 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 529-23:
(5*5)+(4*2)+(3*9)+(2*2)+(1*3)=67
67 % 10 = 7
So 529-23-7 is a valid CAS Registry Number.
InChI:InChI=1/C7H7NO/c8-7-4-2-1-3-6(7)5-9/h1-5H,8H2

529-23-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Aminobenzaldehyde

1.2 Other means of identification

Product number -
Other names Benzaldehyde, 2-amino-

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:529-23-7 SDS

529-23-7Synthetic route

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With formic acid; 2,5-hexanedione for 12h; Autoclave; Inert atmosphere; Green chemistry;100%
With iron; acetic acid In ethanol; water for 0.25h; pH=4.5;100%
With iron; ammonium chloride In ethanol; water for 1 - 4h; Heating / reflux;99%
2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With hydrotalcite; RuMn2; oxygen In toluene at 60℃; for 21h; atmospheric pressure;100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; tris(2-methylphenyl)bismuth dichloride In toluene at 20℃; for 0.5h;99%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate In acetonitrile at 20 - 50℃; for 1.75h; Sealed tube; chemoselective reaction;99%
2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

anthranil
271-58-9

anthranil

B

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With 2-bromo-2-nitropropane; zinc In methanol at 50℃; for 5h; Yields of byproduct given;A 98%
B n/a
With potassium hexachloropalatinate(IV); triethanolamine In acetonitrile at 20℃; for 24h; Inert atmosphere; Green light irradiation;A 71 %Chromat.
B 22 %Chromat.
With platinum on carbon; hydrogen In methanol at 30℃; under 760.051 Torr; for 3h; chemoselective reaction;A 8 %Spectr.
B 20 %Spectr.
With hydrogen In methanol at 30℃; under 760.051 Torr; for 3h; Catalytic behavior; Solvent; Reagent/catalyst; Temperature; Pressure; chemoselective reaction;A 91 %Spectr.
B 9 %Spectr.
2-(2'-aminophenyl)-1,3-dithiane
53165-22-3

2-(2'-aminophenyl)-1,3-dithiane

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With ammonium iodide; dihydrogen peroxide; sodium dodecyl-sulfate In water at 20℃; for 0.5h; micellar medium;97%
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; dihydrogen peroxide In water; acetonitrile at 20℃; for 1.5h;85%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate In methanol at 60℃; for 3h; Temperature; Solvent;95.9%
anthranil
271-58-9

anthranil

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With palladium on activated charcoal; tetrabutylammomium bromide; triethylamine; molybdenum hexacarbonyl In water at 80℃; for 18h; Catalytic behavior; Reagent/catalyst; Sealed tube;94%
With hydrogen iodide; iodine; copper(II) bis(trifluoromethanesulfonate) In dimethyl sulfoxide at 120℃; for 2h;30%
With water; triethylamine In 1,2-dimethoxyethane at 100℃; for 26h; Reagent/catalyst; Sealed tube; Inert atmosphere;18%
With ammonia; iron(II) sulfate
at -263.16℃; UV-irradiation; Inert atmosphere;
N-(2-formylphenyl)-4-methylbenzamide

N-(2-formylphenyl)-4-methylbenzamide

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With sodium hydroxide In methanol for 10h; Schlenk technique; Reflux;89%
2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine
68847-33-6

2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With zinc dichromate(VI) at 20℃;88%
2-[(trimethylsilyloxy)methyl]benzamine
737796-32-6

2-[(trimethylsilyloxy)methyl]benzamine

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With zinc dichromate(VI) at 20℃;88%
C11H12N2O3

C11H12N2O3

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 80℃; for 16h;88%
2-<2-Amino-benzyloxy>-tetrahydro-pyran
18483-92-6

2-<2-Amino-benzyloxy>-tetrahydro-pyran

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With zinc dichromate(VI) at 20℃;86%
2-azidobenzaldehyde
16714-25-3

2-azidobenzaldehyde

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran for 0.166667h; Ambient temperature;79%
With hexamethyldisilathiane In methanol for 3h; Ambient temperature;78%
With bis(N,N-diethyldithiocarbamato)dioxomolybdenum(VI); phenylsilane In toluene at 100℃; for 4h;70%
With copper(l) iodide In water; N,N-dimethyl-formamide at 110℃; for 4h; Inert atmosphere;45%
In methyl cyclohexane at -268.96℃; for 0.666667h; Solvent; Temperature; UV-irradiation; Inert atmosphere;
(2-nitroethenyl)benzene
102-96-5

(2-nitroethenyl)benzene

2-azidobenzaldehyde
16714-25-3

2-azidobenzaldehyde

A

2-phenyl-3-nitroquinoline
5443-79-8

2-phenyl-3-nitroquinoline

B

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With copper(l) iodide In neat (no solvent) at 110℃; for 8h; Inert atmosphere;A 75%
B 18%
2-aminophenethyl alcohol
5339-85-5

2-aminophenethyl alcohol

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With dmap; pyridinium chlorochromate In dichloromethane at 0 - 20℃; for 5h;71.9%
anthranilic acid
118-92-3

anthranilic acid

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
Stage #1: anthranilic acid With lithium aluminium tetrahydride In tetrahydrofuran
Stage #2: With manganese(IV) oxide In dichloromethane
67%
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C
2: manganese(IV) oxide / dichloromethane / 24 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C
2: manganese(IV) oxide / dichloromethane / 24 h / 20 °C
View Scheme
ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With copper(l) iodide; sodium azide; L-proline In dimethyl sulfoxide at 120℃;64%
With copper(l) iodide; sodium azide; N,N,N,N,-tetramethylethylenediamine62%
anthranil
271-58-9

anthranil

molybdenum hexacarbonyl
13939-06-5, 199620-15-0

molybdenum hexacarbonyl

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With water; palladium diacetate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine In 1,2-dimethoxyethane at 100℃; for 26h; Sealed tube; Inert atmosphere;64%
methanol
67-56-1

methanol

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

1-(dimethoxymethyl)-2-nitrobenzene
20627-73-0

1-(dimethoxymethyl)-2-nitrobenzene

B

anthranil
271-58-9

anthranil

C

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With indium; iodine at 50℃; for 2h; Product distribution; Further Variations:; reagents molar ratio, temperature;A 21%
B 55%
C 10%
3-methoxy-3H-1,4-benzodiazepine
107468-27-9

3-methoxy-3H-1,4-benzodiazepine

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
In 1,4-dioxane; water for 20h; Heating;54%
2,3-dimethoxy-2,3-dihydro-1H-benzo[e][1,4]diazepine
107468-26-8

2,3-dimethoxy-2,3-dihydro-1H-benzo[e][1,4]diazepine

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
In 1,4-dioxane; water for 15h; Heating;52%
carbon monoxide
201230-82-2

carbon monoxide

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

A

2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

B

1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one
13213-88-2

1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one

C

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With dodecacarbonyl-triangulo-triruthenium; tetraethylammonium chloride In various solvent(s) at 170℃; under 45600 Torr; for 1h; Product distribution; other Pd catalyst; other cocatalyst; var. solvents, reaction time, pressure and temperatures; also substituted benzyl alcohols;A 22%
B 51%
C 17%
potassium (2-formyl)phenyltrifluoroborate

potassium (2-formyl)phenyltrifluoroborate

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With ammonium hydroxide; copper(ll) sulfate pentahydrate; sodium hydroxide In water at 25℃; for 24h;50%
formic acid
64-18-6

formic acid

2-iodophenylamine
615-43-0

2-iodophenylamine

A

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

B

Formanilid
103-70-8

Formanilid

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 100℃; for 5h; Catalytic behavior; Schlenk technique; Green chemistry;A 41%
B n/a
quinazoline
253-82-7

quinazoline

benzoyl chloride
98-88-4

benzoyl chloride

A

N-formylbenzamide
4252-31-7

N-formylbenzamide

B

N-(2-formylphenyl)benzamide
33768-43-3

N-(2-formylphenyl)benzamide

C

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
In chloroform for 0.5h;A 34%
B 33%
C 2%
2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

benzamide
55-21-0

benzamide

A

2-phenylquinazoline
25855-20-3

2-phenylquinazoline

B

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

C

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With cesiumhydroxide monohydrate In 1,4-dioxane at 100℃; for 24h; Schlenk technique;A 33%
B n/a
C n/a
anthranil
271-58-9

anthranil

4-methyl-N'-(1-(p-tolyl)ethylidene)benzenesulfonohydrazide

4-methyl-N'-(1-(p-tolyl)ethylidene)benzenesulfonohydrazide

A

2-(p-tolyl)-3-tosylquinoline

2-(p-tolyl)-3-tosylquinoline

B

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

C

2-(4-methylphenyl)quinoline
24667-94-5

2-(4-methylphenyl)quinoline

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate; silver trifluoromethanesulfonate In 1,2-dichloro-ethane at 110℃; Catalytic behavior; Sealed tube;A 16%
B 24%
C 33%
2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

benzonitrile
100-47-0

benzonitrile

A

2-phenylquinazoline
25855-20-3

2-phenylquinazoline

B

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With C39H32Cl2N5PRu; potassium tert-butylate In tert-Amyl alcohol at 130℃; for 0.5h; Sealed tube;A 28%
B 6%
cyclohexanone
108-94-1

cyclohexanone

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

1,2,3,4-tetrahydroacridine
3295-64-5

1,2,3,4-tetrahydroacridine

B

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

Conditions
ConditionsYield
With chromium dichloride; 4 A molecular sieve; zinc(II) chloride In ethanol at 70℃;A 23%
B n/a
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

sodium ethanolate
141-52-6

sodium ethanolate

A

2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

B

anthranil
271-58-9

anthranil

C

anthranilic acid
118-92-3

anthranilic acid

D

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

threo-1,2,3,4-tetraaminobutane

threo-1,2,3,4-tetraaminobutane

threo-1,2,3,4-tetrakis(o-aminobenzylideneimino)-butane

threo-1,2,3,4-tetrakis(o-aminobenzylideneimino)-butane

Conditions
ConditionsYield
In ethanol at 20℃; Inert atmosphere;100%
17-(furan-2-ylmethyl)-14β-hydroxy-3-methoxymorphinan-6-one

17-(furan-2-ylmethyl)-14β-hydroxy-3-methoxymorphinan-6-one

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

6,7-didehydro-17-(furan-2-ylmethyl)-3-methoxyquinolino[2',3':6,7]morphinan-14β-ol

6,7-didehydro-17-(furan-2-ylmethyl)-3-methoxyquinolino[2',3':6,7]morphinan-14β-ol

Conditions
ConditionsYield
With methanesulfonic acid In ethanol for 12h; Reflux; Inert atmosphere;100%
17-(furan-3-ylmethyl)-14β-hydroxy-3-methoxymorphinan-6-one

17-(furan-3-ylmethyl)-14β-hydroxy-3-methoxymorphinan-6-one

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

6,7-didehydro-17-(furan-3-ylmethyl)-3-methoxyquinolino[2',3':6,7]morphinan-14β-ol

6,7-didehydro-17-(furan-3-ylmethyl)-3-methoxyquinolino[2',3':6,7]morphinan-14β-ol

Conditions
ConditionsYield
With methanesulfonic acid In ethanol for 12h; Reflux; Inert atmosphere;100%
C19H20F3NO4

C19H20F3NO4

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

C26H23F3N2O3

C26H23F3N2O3

Conditions
ConditionsYield
With methanesulfonic acid In ethanol Friedlaender Quinoline Synthesis; Reflux;100%
BARBITURIC ACID
67-52-7

BARBITURIC ACID

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

pyrimido[4,5-b]quinoline-2,4-(1H,3H)-dione
26908-38-3

pyrimido[4,5-b]quinoline-2,4-(1H,3H)-dione

Conditions
ConditionsYield
With water at 70℃; for 3h; Friedlaender reaction;99%
With water at 100℃;
ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

2-methyl-3-carbethoxyquinoline
15785-08-7

2-methyl-3-carbethoxyquinoline

Conditions
ConditionsYield
With water at 70℃; for 3h; Friedlaender reaction;99%
With sodium ethanolate In ethanol for 2h; Friedlaender condensation; Heating;80%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; magnesium triflate In toluene at 35℃; for 36h; Friedlaender Condensation; Molecular sieve;41%
2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

acetophenone
98-86-2

acetophenone

2-Phenylquinoline
612-96-4

2-Phenylquinoline

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 0.5h; Heating;99%
With potassium hydroxide In ethanol for 36h; Friedlaender Quinoline Synthesis; Reflux;97%
With potassium hydroxide In water at 120℃; for 0.5h;96%
2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

malononitrile
109-77-3

malononitrile

2-aminoquinoline-3-carbonitrile
31407-25-7

2-aminoquinoline-3-carbonitrile

Conditions
ConditionsYield
With water at 70℃; for 3h; Friedlaender reaction;99%
With piperidine In ethanol at 100℃; for 24h; Sealed tube;57%
With piperidine In ethanol at 100℃; for 24h; Sealed tube;57%
2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-(2-formylphenyl)acetamide
6141-22-6

2-chloro-N-(2-formylphenyl)acetamide

Conditions
ConditionsYield
In dichloromethane at 20℃;99%
With pyridine In benzene at 5 - 20℃; for 0.25h; Inert atmosphere;56.4%
Benzoylacetonitrile
614-16-4

Benzoylacetonitrile

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

2-phenylquinoline-3-carbonitrile
73013-67-9

2-phenylquinoline-3-carbonitrile

Conditions
ConditionsYield
With water at 70℃; for 3h; Friedlaender reaction;99%
Alkaline conditions;
2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

acetylacetone
123-54-6

acetylacetone

1-(2-methylquinolin-3-yl)ethanone
14208-35-6

1-(2-methylquinolin-3-yl)ethanone

Conditions
ConditionsYield
With 1,3-dimethylimidazolium sulfate monomethyl ester; L-proline at 90℃; for 0.5h; Knoevenagel Condensation; Green chemistry;98%
With Nafion NR50 In ethanol at 200℃; for 1h; Microwave irradiation;95%
With water at 70℃; for 3h; Friedlaender reaction;91%
2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

1-methyl-3-phenyl-2-pyrazolin-5-one
41927-50-8

1-methyl-3-phenyl-2-pyrazolin-5-one

1-methyl-3-phenyl-pyrazolo<3,4-b>quinoline
89522-24-7

1-methyl-3-phenyl-pyrazolo<3,4-b>quinoline

Conditions
ConditionsYield
at 150℃;98%
2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

7,8,9,10-tetrahydroazepino[2,1-b]quinazoline-6,12-dione
571172-21-9

7,8,9,10-tetrahydroazepino[2,1-b]quinazoline-6,12-dione

3,2'-trimethylene-2-(quinol-2-yl)-4(3H)-quinazolinone

3,2'-trimethylene-2-(quinol-2-yl)-4(3H)-quinazolinone

Conditions
ConditionsYield
With potassium hydroxide In ethanol Friedlaender condensation; Heating;98%
17-isobutyl-3-methoxymorphinan-6-one
1000410-50-3

17-isobutyl-3-methoxymorphinan-6-one

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

6,7-didehydro-17-isobutyl-3-methoxy-quinolino[2',3':6,7]morphinan
1000410-51-4

6,7-didehydro-17-isobutyl-3-methoxy-quinolino[2',3':6,7]morphinan

Conditions
ConditionsYield
With methanesulfonic acid In ethanol for 20h; Inert atmosphere; Reflux;98%
With methanesulfonic acid In ethanol at 100℃;
2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

2-bromoaniline
615-36-1

2-bromoaniline

N-(2-bromophenyl)-6,7,11b,13-tetrahydro-6,12-[1,2]-benzenoquinazolino[3,4-a]quinazolin-13-amine

N-(2-bromophenyl)-6,7,11b,13-tetrahydro-6,12-[1,2]-benzenoquinazolino[3,4-a]quinazolin-13-amine

Conditions
ConditionsYield
With scandium pentafluorobenzoate In toluene at 20℃; for 12h;98%
2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

3,4-difluorobenzylamine
72235-53-1

3,4-difluorobenzylamine

13-(3,4-difluorobenzyl)-5,6,11,12-tetrahydro-6,12-epiminodibenzo[b,f ][1,5]diazocine

13-(3,4-difluorobenzyl)-5,6,11,12-tetrahydro-6,12-epiminodibenzo[b,f ][1,5]diazocine

Conditions
ConditionsYield
With scandium pentafluorobenzoate In toluene at 90℃; for 12h;98%
benzamide
55-21-0

benzamide

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

2-phenylquinazoline
25855-20-3

2-phenylquinazoline

Conditions
ConditionsYield
With potassium tert-butylate In tert-Amyl alcohol at 130℃; for 2h; Reagent/catalyst; Sealed tube;98%
With 1,10-Phenanthroline; iron(II) chloride tetrahydrate; cesiumhydroxide monohydrate In toluene at 130℃; for 24h; Reagent/catalyst; Inert atmosphere;95%
With bromopentacarbonylmanganese(I); N,N,N',N'',N'''-pentamethyldiethylenetriamine; potassium tert-butylate In toluene at 130℃; for 36h; Reagent/catalyst; Sealed tube; Schlenk technique; Inert atmosphere;81%
With cesiumhydroxide monohydrate In 1,4-dioxane at 100℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;30%
With potassium tert-butylate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 24h; Inert atmosphere; Schlenk technique;16%
1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

1-Oxo-1,2,3,4-tetrahydroacridine
58509-58-3

1-Oxo-1,2,3,4-tetrahydroacridine

Conditions
ConditionsYield
With water at 70℃; for 3h; Friedlaender reaction;97%
With tin dioxide for 0.333333h; Heating; Green chemistry;90%
In N,N-dimethyl-formamide 1.) 100 deg C, 30 min, 2.) reflux, 30 min;79%
2-acetylquinoxaline
25594-62-1

2-acetylquinoxaline

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

2-(quinolin-2-yl)quinoxaline
91888-70-9

2-(quinolin-2-yl)quinoxaline

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 60℃;97%
With potassium hydroxide In ethanol for 12h; Inert atmosphere; Reflux;74%
With potassium hydroxide In ethanol for 2h; Heating;36%
With sodium hydroxide In ethanol Reflux;
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

1-(2'-aminophenyl)prop-2-en-1-ol
131470-23-0

1-(2'-aminophenyl)prop-2-en-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 2h;97%
In tetrahydrofuran at 20 - 25℃; for 1h;59%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

tert-butyl 3,4-dihydrobenzo[b][1,6]naphthyridine-2(1H)-carboxylate
1347747-96-9

tert-butyl 3,4-dihydrobenzo[b][1,6]naphthyridine-2(1H)-carboxylate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate; N,N-dimethyl-formamide at 90℃; for 0.25h; Friedlaender reaction; Microwave irradiation;97%
2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

3-chloro-aniline
108-42-9

3-chloro-aniline

N-(3-chlorophenyl)-6,7,11b,13-tetrahydro-6,12-[1,2]-benzenoquinazolino[3,4-a]-quinazolin-13-amine

N-(3-chlorophenyl)-6,7,11b,13-tetrahydro-6,12-[1,2]-benzenoquinazolino[3,4-a]-quinazolin-13-amine

Conditions
ConditionsYield
With scandium pentafluorobenzoate In toluene at 20℃; for 12h; Reagent/catalyst; Solvent; Temperature;97%

529-23-7Relevant articles and documents

Regioselectivity of Friedlaender quinoline syntheses

Diedrich, Claas Lueder,Haase, Detlev,Saak, Wolfgang,Christoffers, Jens

, p. 1811 - 1816 (2008)

Optically active, bicyclic ketones were submitted to Friedlaender quinoline syntheses with 2-aminobenzaldehyde to yield regioisomeric linear or angular products. When starting from trans-configured ketones, the linear products are the major isomers (ratio

Tailored routes for home-made Bi-doped ZnO nanoparticles. Photocatalytic performances towards o-toluidine, a toxic water pollutant

Mostoni,Pifferi,Falciola,Meroni,Pargoletti,Davoli,Cappelletti

, p. 534 - 545 (2017)

Herein we report the photodegradation of highly toxic o-toluidine in aqueous media (under UV irradiation), by using home-made bare and bismuth-doped ZnO nanoparticles. The latter powder was prepared by both a traditional impregnation method and by an innovative sol-gel synthesis, obtained using bismuth nitrate as precursor. Moreover, synthetic conditions (such as zinc salts and medium acidity) were varied in order to obtain different semiconductor nanopowders with diverse physico-chemical properties and, hence, photocatalytic performances. Both the disappearance and the mineralization of the pollutant molecule were followed by Linear Sweep Voltammetry and Total Organic Carbon techniques, respectively. Photocatalysis by-products were then identified by HPLC–MS (on eluates, after 3 h and 6 h) and ATR-FTIR (on used nanopowders) analyses. Thus, a new photodegradation pathway (with azo dimer derivatives in the first step) has been proposed. Bi-impregnated samples show high degree of mineralization, reducing the stability of the intermediates.

Non-covalent aggregation of discrete metallo-supramolecular helicates into higher assemblies by aromatic pathways: Structural and chemical studies of new aniline-based neutral metal(II) dihelicates

Vazquez, Miguel,Bermejo, Manuel R.,Licchelli, Maurizio,Gonzalez-Noya, Ana M.,Pedrido, Rosa M.,Sangregorio, Claudio,Sorace, Lorenzo,Garcia-Deibe, Ana M.,Sanmartin

, p. 3479 - 3490 (2005)

Neutral manganese(II), iron(II), cobalt(II), nickel(II), zinc(II) and cadmium(II) complexes with an N-tosyl-substituted N4-donor Schiff base containing a 4,4′-methylenedianiline residue as spacer [H 2La: N,N′-bis(2-tosylaminobenzylidene)-4,4′- methylenedianiline], and the zinc(II) complex with an analogous ligand [H 2Lb: N,N′-bis(2-tosylaminobenzylidene)-4,4′- oxodianiline] have been prepared by an electrochemical procedure. FAB and ESI mass spectra of the complexes show peaks due to species corresponding to a general formula [M2(La,b)2 + H]+, thereby suggesting their dinuclear nature. A detailed study of the crystal packing in the unit cell of the zinc(II) complex with H2La shows that the helicates aggregate to form discrete prismatic moieties containing three molecules held together by π-π and σ-π interactions. Moreover, the ZnII neutral dihelicate with H 2Lb forms a 3D network in the solid state due to intermolecular π-stacking interactions. 1H NMR studies of the diamagnetic compounds reported herein have been performed. Finally, the ligand H2La and its ZnII and CdII complexes have been studied by spectrophotometric and spectrofluorimetric techniques in order to get a better understanding of the formation mechanisms of the complexes and of the nature of their fluorescence emission. Emission studies show that the ZnII and CdII dihelicates with H2L a display a green fluorescence in acetonitrile solution (λ = 473 nm, Φ = 0.03 and λ = 476 nm, Φ = 0.01, respectively). Wiley-VCH Verlag GmbH & Co. KGaA 2005.

Synthesis, characterization, and application of a manganese Schiff base complex containing salicylaldehyde-poly(vinylamine)/SBA-15 as a novel heterogeneous hybrid catalyst

Massah, Ahmad Reza,Kalbasi, Roozbeh Javad,Kaviyani, Somayeh

, p. 12816 - 12825 (2013)

A manganese Schiff base complex containing salicylaldehyde-poly(vinylamine) /SBA-15 (Mn-SA-PVAm/SBA-15) composite was prepared as a novel heterogeneous catalyst through in situ polymerization of vinylamine within the nano-channels of mesoporous silica SBA-15 without using any organo silica precursors. The catalyst was characterized well by elemental analysis, FT-IR, AAS, DRS UV-Vis, XRD, BET, SEM and TGA techniques. The catalytic activity of the supported metal complex was studied in the selective oxidation of benzyl alcohols using t-butyl hydroperoxide as an oxidant. The effects of reaction temperature, solvent and the amount of catalyst as well as the recyclability of the catalyst were investigated. The Royal Society of Chemistry 2013.

Fe3O(OAc)6(Py)3 Mediated Reduction of Aromatic Nitro Compounds with 2-Mercaptoethanol

Murata, Satoru,Miura, Masahiro,Nomura, Masakatsu

, p. 361 - 362 (1988)

Aromatic nitro compounds were selectively reduced by 2-mercaptoethanol in the presence of Fe3O(OAc)6(Py)3 to give the corresponding amines in good yields.

Iron(III) Nitrate/TEMPO-Catalyzed Aerobic Alcohol Oxidation: Distinguishing between Serial versus Integrated Redox Cooperativity

Mao, Kaining,Nutting, Jordan E.,Stahl, Shannon S.

supporting information, p. 10565 - 10570 (2021/07/28)

Aerobic alcohol oxidations catalyzed by transition metal salts and aminoxyls are prominent examples of cooperative catalysis. Cu/aminoxyl catalysts have been studied previously and feature "integrated cooperativity", in which CuII and the aminoxyl participate together to mediate alcohol oxidation. Here we investigate a complementary Fe/aminoxyl catalyst system and provide evidence for "serial cooperativity", involving a redox cascade wherein the alcohol is oxidized by an in situ-generated oxoammonium species, which is directly detected in the catalytic reaction mixture by cyclic step chronoamperometry. The mechanistic difference between the Cu- and Fe-based catalysts arises from the use iron(III) nitrate, which initiates a NOx-based redox cycle for oxidation of aminoxyl/hydroxylamine to oxoammonium. The different mechanisms for the Cu- and Fe-based catalyst systems are manifested in different alcohol oxidation chemoselectivity and functional group compatibility.

Mild and efficient copper-catalyzed oxidative cyclization of oximes with 2-aminobenzyl alcohols at room temperature: synthesis of polysubstituted quinolines

Liu, Yan-Yun,Wei, Yang,Huang, Zhi-Hui,Liu, Yilin

supporting information, p. 659 - 666 (2021/02/06)

A simple and efficient ligand-free Cu-catalyzed protocol for the synthesis of polysubstituted quinolinesviaoxidative cyclization of oxime acetates with 2-aminobenzyl alcohols at room temperature has been developed. The presented approach provides a new synthetic pathway leading to polysubstituted quinolines with good functional group tolerance under mild conditions. Moreover, this transformation can be applied for the preparation of quinolines on a gram scale. Oxime acetates serve as the internal oxidants in the reactions, thus making this method very attractive.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 529-23-7