Benzaldehyde, 2-amino-4,5-dimethoxy- supplier

Name
2-Amino-4,5-dimethoxy-benzaldehyde
EINECS
CAS No. 22608-87-3
Article Data35
CAS DataBase
Density 1.196 g/cm³
Solubility
Melting Point
Formula C₉H₁₁NO₃
Boiling Point 348 °C at 760 mmHg
Molecular Weight 181.191
Flash Point 189.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Amino-4,5-dimethoxy-benzaldehyde;
PSA 61.55000
LogP 1.67970

Synthetic route

: 20357-25-9
2-nitroveratraldehyde

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

Conditions

Conditions	Yield
With iron; ammonium chloride In water; ethyl acetate at 20℃; for 120h;	100%
With 5%-palladium/activated carbon; hydrogen In tetrahydrofuran at 20℃; under 2585.81 Torr; for 0.25h;	99%
With palladium on activated charcoal; hydrogen at 20℃; for 0.0833333h;	99%

: 74990-23-1
N-(6,7-dimethoxy-2-methylquinazolin-3-io)-N-amide

A: 55365-85-0
O-Ethyl N-Butylthiocarbamate

B: 22608-86-2
2-acetylamino-4,5-dimethoxybenzaldehyde

C: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

D: 2-amino-4,5-dimethoxybenzaldehyde hydrazone

Conditions

Conditions	Yield
In various solvent(s) for 3h; Ambient temperature; Irradiation;	A 11% B 1% C 22.5% D 29.5%
In various solvent(s) for 3h; Ambient temperature;	A 11% B 1% C 22.5% D 29.5%

...Expand

: (2-amino-4,5-dimethoxy-benzyliden)-aniline

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

Conditions

Conditions	Yield
With alkaline solution

: 7664-41-7
ammonia

: 20357-25-9
2-nitroveratraldehyde

aqueous FeSO4: aqueous FeSO4

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

...Expand

: 67-56-1
methanol

: 20357-25-9
2-nitroveratraldehyde

palladium/charcoal: palladium/charcoal

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 63190-11-4
(3,4-dimethoxy-6-nitro-benzyliden)-aniline

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium sulfide; alcohol 2: diluted alkaline solution View Scheme

: 5653-40-7
2-Amino-4,5-dimethoxybenzoic acid

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / -10 - 20 °C / Inert atmosphere 2: manganese(IV) oxide / dichloromethane / 20 °C View Scheme
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere 2: manganese(IV) oxide / dichloromethane / Inert atmosphere View Scheme

: 188174-23-4
(2-amino-4,5-dimethoxyphenyl)methanol

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

Conditions

Conditions	Yield
With manganese(IV) oxide In dichloromethane at 20℃;
With manganese(IV) oxide In dichloromethane Inert atmosphere;

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid / water 2: hydrogenchloride; iron / ethanol View Scheme
Multi-step reaction with 2 steps 1: nitric acid / 2 h / 0 - 20 °C 2: palladium on activated charcoal; hydrogen / 2 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: nitric acid / 2 h / 0 - 20 °C 2: iron; ammonium chloride / ethyl acetate; water / 120 h / 20 °C View Scheme

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 407-25-0
trifluoroacetic anhydride

: 1309581-09-6
2,2,2-trifluoro-N-(2-formyl-4,5-dimethoxyphenyl)acetamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃;	98%

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 98-59-9
p-toluenesulfonyl chloride

: 886499-20-3
N-(2-formyl-4,5-dimethoxyphenyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With pyridine In chloroform at 20℃; for 10h;	97%

: 72023-82-6
3-acetyltropolone

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 3-(6,7-dimethoxyquinol-2-yl)tropolone

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 4h; Heating;	96%

: 1445-73-4
1-Methyl-4-piperidone

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 1114775-84-6
7,8-dimethoxy-2-methyl-1,2,3,4-tetrahydro-benzo[b][1,6]naphthyridine

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 2h; Friedlaender reaction; Heating;	95%

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 125312-75-6
3-Acetyl-5-methyltropolone

: 5-methyl-3-(6,7-dimethoxyquinol-2-yl)tropolone

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 4h; Heating;	94%

: 108-31-6
maleic anhydride

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: (Z)-3-(2-Formyl-4,5-dimethoxy-phenylcarbamoyl)-acrylic acid

Conditions

Conditions	Yield
In diethyl ether for 0.333333h; Ambient temperature;	90%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 1114775-90-4
7,8-dimethoxy-3,4-dihydro-1H-pyrano[4,3-b]quinoline

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 1.5h; Friedlaender reaction; Heating;	90%

: 1072-72-6
Tetrahydrothiopyran-4-one

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 1114775-88-0
6,7-dimethoxy-3,4-dihydro-1H-2-thia-10-aza-anthracene

Conditions

Conditions	Yield
With sodium ethanolate In ethanol Friedlaender reaction; Heating;	90%

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 29976-53-2
N-ethoxycarbonyl-4-piperidone

: 1114775-82-4
7,8-dimethoxy-3,4-dihydro-1H-benzo[b][1,6]naphthyridine-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 2h; Friedlaender reaction; Heating;	90%

: 6698-72-2
1-(4-nitrophenoxy)propan-2-one

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 1452849-32-9
6,7-dimethoxy-2-methyl-3-(4-nitrophenoxy)quinoline

Conditions

Conditions	Yield
With piperidine In ethanol for 24h; Reflux;	90%
With piperidine In ethanol for 24h; Friedlaender Quinoline Synthesis; Reflux;	85%

: 1123-49-5
3,5-dimethyl-4-nitroisoxazole

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: C14H17N3O6

Conditions

Conditions	Yield
With triethylammonium acetate In neat (no solvent) at 60℃; for 0.583333h;	89%

: 103344-22-5
N-[2-(1H-indol-3-yl)ethyl]-2-cyano acetamide

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 1373889-59-8
C22H22N4O3

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 70℃; Friedlaender synthesis;	87%

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 93-55-0
1-phenyl-propan-1-one

: 107572-53-2
(6,7-dimethoxyquinolin-3-yl)(phenyl)methanone

Conditions

Conditions	Yield
With [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate In toluene at 120℃; for 14h; Inert atmosphere; Sealed tube;	86%

: 20232-39-7
3,4-dihydro-6,7-dimethoxyisoquinoline hydrochloride

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 114688-70-9
2,3,10,11-tetramethoxy-5,6,13,13a-tetrahydroisoquino<1,2-b>quinazolinium chloride

Conditions

Conditions	Yield
In ethanol for 1h; Heating;	85%
In ethanol for 1h; Heating;

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 93549-15-6
6-methoxy-3,4-dihydroisoquinoline hydrochloride

: 3,10,11-trimethoxy-5,6,13,13a-tetrahydroisoquino<1,2-b>quinazolinium chloride

Conditions

Conditions	Yield
In ethanol for 1h; Heating;	84%

: 54899-82-0
2-acetylazulene

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 2-Azulen-2-yl-6,7-dimethoxy-quinoline

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 6h; Heating;	83%

: 753-89-9
neopentyl chloride

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 2-(2,2-dimethylpropionylamino)-4,5-dimethoxybenzaldehyde

Conditions

Conditions	Yield
In pyridine; benzene for 24h; Ambient temperature;	82%

: 63994-91-2
3,4-dihydroisoquinolinium picrate

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 114688-75-4
10,11-dimethoxy-5,6,13,13a-tetrahydroisoquino<1,2-b>quinazolinium picrate

Conditions

Conditions	Yield
In ethanol for 1h; Heating;	82%

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 2450-71-7
Propargylamine

: 861036-58-0
6,7-dimethoxy-2-methylquinolin-3-amine

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate In acetonitrile at 50℃; for 20h; Inert atmosphere;	80%

: 42545-63-1
2-(pyrid-3-yl)acetaldehyde

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 6,7-dimethoxy-3-pyridin-3-ylquinoline

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 0.333333h; Heating;	79%

: 70-23-5
ethyl Bromopyruvate

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 690253-80-6
ethyl 3-amino-6,7-dimethoxy-2-quinolinecarboxylate

Conditions

Conditions	Yield
Stage #1: ethyl Bromopyruvate With pyridine In ethanol at 60 - 70℃; for 1h; Stage #2: 2-amino-4,5-dimethoxybenzaldehyde With pyridine In ethanol for 5h; Heating; Stage #3: With pyrrolidine In ethanol for 2h; Heating; Further stages.;	79%

: 122-78-1
phenylacetaldehyde

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 146535-52-6
3-phenyl-6,7-dimethoxy-quinoline

Conditions

Conditions	Yield
With ytterbium(III) triflate In toluene for 5h; Friedlaender reaction; Heating;	78.4%
With sodium hydroxide In ethanol for 0.333333h; Heating;	61%

: 41917-85-5
p-cyanocinnamaldehyde

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: C19H16O3N2

Conditions

Conditions	Yield
With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In N,N-dimethyl-formamide at -25℃; for 48h; aza-Michael-aldol reaction;	78%
With benzoic acid; pyrrolidine In dimethyl sulfoxide at 20℃; for 3h; aza-Michael aldol condensation;	56%

: 629-05-0
n-octyne

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 1248332-56-0
2-hexyl-6,7-dimethoxyquinoline

Conditions

Conditions	Yield
With pyrrolidine; copper(l) iodide In acetonitrile at 100℃; for 12h; Inert atmosphere;	78%

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 98-88-4
benzoyl chloride

: N-(2-formyl-4,5-dimethoxyphenyl)benzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane Cooling with ice;	78%

: 1373889-90-7
C15H14N2O

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 1373889-61-2
C24H23N3O3

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 70℃; Friedlaender synthesis;	76%

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 114633-95-3
2-(thiophen-3-yl)acetaldehyde

: RPR 101511

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 0.333333h; Heating;	75%

: 16883-69-5
N-phenacylpyridinium bromide

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 6,7-dimethoxy-2-phenyl-quinolin-3-ylamine

Conditions

Conditions	Yield
Stage #1: N-phenacylpyridinium bromide; 2-amino-4,5-dimethoxybenzaldehyde With pyridine; dmap In ethanol for 48h; Heating; Stage #2: With pyrrolidine In ethanol Heating; Further stages.;	75%

: 34598-49-7
5-Bromo-1-indanone

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 2-bromo-7,8-dimethoxy-11H-indeno[1,2-b]quinoline

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 2h; Friedlaender condensation; Heating;	75%

Benzaldehyde, 2-amino-4,5-dimethoxy- Specification

The CAS registry number of Benzaldehyde, 2-amino-4,5-dimethoxy- is 22608-87-3. This chemical's molecular formula is C₉H₁₁NO₃and molecular weight is 181.1885. What's more, its systematic name is called 2-Amino-4,5-dimethoxybenzaldehyde.

Physical properties about Benzaldehyde, 2-amino-4,5-dimethoxy- are: (1)ACD/LogP: 1.16; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.16; (4)ACD/LogD (pH 7.4): 1.16; (5)ACD/BCF (pH 5.5): 4.45; (6)ACD/BCF (pH 7.4): 4.45; (7)ACD/KOC (pH 5.5): 101.31; (8)ACD/KOC (pH 7.4): 101.31; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 38.77 Å²; (13)Index of Refraction: 1.583; (14)Molar Refractivity: 50.59 cm³; (15)Molar Volume: 151.3 cm³; (16)Polarizability: 20.05×10^-24cm³; (17)Surface Tension: 44.7 dyne/cm; (18)Density: 1.196 g/cm³; (19)Flash Point: 189.7 °C; (20)Enthalpy of Vaporization: 59.23 kJ/mol; (21)Boiling Point: 348 °C at 760 mmHg; (22)Vapour Pressure: 5.18E-05 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O=Cc1c(cc(OC)c(OC)c1)N
(2) InChI: InChI=1/C9H11NO3/c1-12-8-3-6(5-11)7(10)4-9(8)13-2/h3-5H,10H2,1-2H3
(3) InChIKey: FLTCPRADVSSLDM-UHFFFAOYAM

Product Name

2-Amino-4,5-dimethoxy-benzaldehyde

Synthetic route

Benzaldehyde, 2-amino-4,5-dimethoxy- Specification

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