Conditions | Yield |
---|---|
With pyridine; thionyl chloride In benzene | 100% |
With thionyl chloride In dichloromethane at 40℃; for 4h; Solvent; | 100% |
With thionyl chloride at 20℃; for 5h; | 100% |
Conditions | Yield |
---|---|
Stage #1: 1-(3,4-dimethoxyphenyl)ethanone With pyridine; disulfur dichloride In chlorobenzene at 20℃; for 2h; Stage #2: With sulfuryl dichloride In chlorobenzene at 20 - 132℃; for 15.5h; Reagent/catalyst; Temperature; | 77% |
Stage #1: 1-(3,4-dimethoxyphenyl)ethanone With pyridine; sulfur monochloride In chlorobenzene at 20℃; Stage #2: With thionyl chloride In chlorobenzene at 20 - 132℃; | 47% |
With pyridine; disulfur dichloride at 70 - 136℃; for 22h; | 79 %Spectr. |
1-(3,4-Dimethoxy-benzoyl)-3-methyl-3H-imidazol-1-ium; chloride
A
1-methyl-1H-imidazole
B
3,4-dimethoxybenzoic acid chloride
Conditions | Yield |
---|---|
In dichloromethane at 25℃; Rate constant; Equilibrium constant; |
Conditions | Yield |
---|---|
With phosphorus pentachloride In diethyl ether at 0℃; |
phosphorus pentachloride
Veratric acid
3,4-dimethoxybenzoic acid chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: KOH / ethanol; H2O / 25 h / Heating 2: SOCl2 / 3 h / Heating View Scheme |
Veratric acid
N-ethyl-N-(6-hydroxyhexyl)-6-methoxy-1,2,3,4-tetrahydro-2-naphthylamine
3,4-dimethoxybenzoic acid chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / methanol; water / 2 h / Reflux 2: thionyl chloride / 2 h / Reflux View Scheme |
Conditions | Yield |
---|---|
In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; |
1-iodo-3,4-dimethoxybenzene
butyryl chloride
3,4-dimethoxybenzoic acid chloride
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 100℃; for 16h; Sealed tube; Inert atmosphere; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium permanganate / acetone; water 2: thionyl chloride / 2 h / Reflux View Scheme |
2-carbomethoxyaniline
3,4-dimethoxybenzoic acid chloride
methyl N-(3,4-dimethoxybenzoyl)anthranilate
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 0.5h; | 100% |
diisopropylamine
3,4-dimethoxybenzoic acid chloride
3,4-dimethoxy-N,N-bis-(methylethyl)benzamide
Conditions | Yield |
---|---|
In benzene for 3h; 0 deg C to RT; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; for 12h; | 73% |
methyl-3,4-dihydro-6,7-dimethoxy-1-methylisoquinoline-3-carboxylate
3,4-dimethoxybenzoic acid chloride
methyl 1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylene-2-veratroylisoquinoline-3-carboxylate
Conditions | Yield |
---|---|
With triethylamine In benzene for 3h; Heating; | 100% |
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 0℃; | 100% |
With dmap; triethylamine In dichloromethane at 20℃; for 16h; |
3,4-dimethoxybenzoic acid chloride
(+/-)-3-amino-1-[3-(3,4-methylenedioxyphenoxy)propyl]-piperidine
Conditions | Yield |
---|---|
In ethyl acetate at 20℃; for 14h; | 100% |
Methyl 2-aminothiophene-3-carboxylate
3,4-dimethoxybenzoic acid chloride
methyl 2-(3,4-dimethoxybenzamido)thiophene-3-carboxylate
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; for 12h; | 100% |
With triethylamine In dichloromethane at 20℃; Cooling with ice; | 15% |
With triethylamine In dichloromethane at 0 - 20℃; | 15% |
N-((2,2-dimethyl-2H-pyrano[3,2-b]pyridin-6-yl)methyl)aniline
3,4-dimethoxybenzoic acid chloride
N-((2,2-dimethyl-2H-pyrano[3,2-b]pyridin-6-yl)methyl)-3,4-dimethoxy-N-phenylbenzamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; | 100% |
With triethylamine In dichloromethane at 20℃; | 98% |
Conditions | Yield |
---|---|
Stage #1: malonic acid dimethyl ester With triethylamine; magnesium chloride In acetonitrile at 0℃; for 0.5h; Stage #2: 3,4-dimethoxybenzoic acid chloride In acetonitrile at 20℃; for 16h; | 100% |
2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxylic acid ethyl ester
3,4-dimethoxybenzoic acid chloride
Conditions | Yield |
---|---|
With pyridine at 20℃; for 1h; | 100% |
2-(3,4-dimethoxyphenyl)-ethylamine
3,4-dimethoxybenzoic acid chloride
N-<2-(3,4-dimethoxyphenyl)ethyl>-3,4-dimethoxyphenylacetamide
Conditions | Yield |
---|---|
With sodium hydroxide In dichloromethane; water at 0℃; for 1.5h; Sealed tube; | 99% |
With calcium oxide; benzene | |
With sodium hydroxide In 1,4-dioxane |
Conditions | Yield |
---|---|
With Amberlite IRA-68 In ethyl acetate Ambient temperature; | 99% |
Conditions | Yield |
---|---|
With Amberlite IRA-68 In ethyl acetate Ambient temperature; | 99% |
With triethylamine In acetonitrile at 20℃; for 3h; | 15% |
3,4-dimethoxybenzoic acid chloride
1-benzyl-3-[(2,2-dimethoxyethyl)amino]piperidine
(+/-)-N-(1-benzyl-3-piperidyl)-N'-(2,2-dimethoxyethyl)-3.4-dimethoxybenzamide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.5h; | 99% |
With triethylamine In tetrahydrofuran at 20℃; for 3h; | 2.11 g |
naphthalen-2-ylamine
3,4-dimethoxybenzoic acid chloride
3,4-dimethoxy-N-(naphthalen-2-yl)benzamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 99% |
1-benzoyloxy-5-methoxy naphthalene
3,4-dimethoxybenzoic acid chloride
Conditions | Yield |
---|---|
With aluminium trichloride In various solvent(s) at 0℃; | 98% |
tert-butylamine
3,4-dimethoxybenzoic acid chloride
N-(tert-butyl)-3,4-dimethoxybenzamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 10h; Inert atmosphere; | 98% |
With triethylamine In dichloromethane at 0 - 25℃; for 5h; | |
With triethylamine In dichloromethane at 20℃; for 5h; | |
Stage #1: 3,4-dimethoxybenzoic acid chloride With triethylamine In diethyl ether at 0℃; for 0.25h; Stage #2: tert-butylamine In diethyl ether at 20℃; for 3h; | 1.52 g |
3,4-dimethoxybenzoic acid chloride
Conditions | Yield |
---|---|
With pyridine at 20℃; | 98% |
1-indoline
3,4-dimethoxybenzoic acid chloride
(3,4-dimethoxyphenyl)(indolin-1-yl)methanone
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; | 98% |
3,4-dimethoxyaniline
3,4-dimethoxybenzoic acid chloride
N-(3,4-dimethoxyphenyl)-3,4-dimethoxybenzamide
Conditions | Yield |
---|---|
With pyridine In dichloromethane | 97% |
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere; | 88% |
With diethyl ether; potassium carbonate | |
With triethylamine In dichloromethane |
N-methoxylamine hydrochloride
3,4-dimethoxybenzoic acid chloride
3,4-dimethoxy-N-methoxybenzamide
Conditions | Yield |
---|---|
With potassium carbonate In water; ethyl acetate at 0 - 20℃; | 97% |
With potassium carbonate In water; ethyl acetate at 0 - 20℃; | |
Stage #1: N-methoxylamine hydrochloride With potassium carbonate In water; ethyl acetate Stage #2: 3,4-dimethoxybenzoic acid chloride In water; ethyl acetate at 0 - 20℃; for 5h; |
3,4-dimethoxybenzoic acid chloride
3,4-dimethoxy-N,N-bis(prop-2-yn-1-yl)benzamide
Conditions | Yield |
---|---|
Stage #1: N,N-dipropargylamine hydrochloride With dmap; triethylamine In dichloromethane at 20℃; for 0.25h; Inert atmosphere; Stage #2: 3,4-dimethoxybenzoic acid chloride In dichloromethane at 0 - 20℃; for 3.5h; Inert atmosphere; | 97% |
Stage #1: N,N-dipropargylamine hydrochloride With triethylamine; trifluoroacetic acid In dichloromethane at 20℃; for 0.25h; Inert atmosphere; Stage #2: 3,4-dimethoxybenzoic acid chloride In dichloromethane at 0 - 20℃; for 3.5h; Inert atmosphere; |
(S)-4-Benzyl-3-(2-methyleneamino-acetyl)-oxazolidin-2-one
3,4-dimethoxybenzoic acid chloride
Conditions | Yield |
---|---|
With trimethyl-pro-azaphosphatrane In tetrahydrofuran 1.) 0 deg C, 20 min, 2.) room temperature, 30 min; | 96% |
3,4-dimethoxybenzoic acid chloride
Conditions | Yield |
---|---|
With trimethyl-pro-azaphosphatrane In tetrahydrofuran 1.) 0 deg C, 20 min, 2.) room temperature, 30 min; | 96% |
3',4'-dimethoxyacetanilide
3,4-dimethoxybenzoic acid chloride
2-acetylamino-3',4,4'-5-tetramethoxybenzophenone
Conditions | Yield |
---|---|
With tin(IV) chloride; trichlorophosphate In dichloromethane Friedel-Crafts reaction; Heating; | 96% |
7-bromo-6-methylamino-2,2-dimethyl-2-silatetralin
3,4-dimethoxybenzoic acid chloride
N-(7-bromo-2,2-dimethyl-2-silatetralin-6-yl)-N-methylveratramide
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane at 20℃; for 24h; | 96% |
ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
3,4-dimethoxybenzoic acid chloride
Conditions | Yield |
---|---|
With pyridine at 20℃; for 1h; | 96% |
morpholine
3,4-dimethoxybenzoic acid chloride
4-(3’,4’-dimethoxybenzoyl)morpholine
Conditions | Yield |
---|---|
In dichloromethane at 0℃; for 2h; | 95% |
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 48℃; Acylation; Heating; | 95% |
3,4-dimethoxybenzoic acid chloride
3,5-dimethoxy-2-(methoxyacetyl)aniline
N-(3,5-dimethoxy-2-(2-methoxyacetyl)phenyl)-3,4-dimethoxybenzamide
Conditions | Yield |
---|---|
With pyridine for 18h; Acylation; Heating; | 95% |
With dmap; N-ethyl-N,N-diisopropylamine at 80℃; Sealed tube; | 67% |
The molecular structure of 3,4-Dimethoxybenzoyl chloride (CAS NO.3535-37-3):
IUPAC Name: 3,4-Dimethoxybenzoyl chloride
Molecular Weight: 200.61896 g/mol
Molecular Formula: C9H9ClO3
Density: 1.224 g/cm3
Melting Point: 70-73 °C(lit.)
Boiling Point: 298.2 °C at 760 mmHg
Flash Point: 129.2 °C
Index of Refraction: 1.52
Molar Refractivity: 49.85 cm3
Molar Volume: 163.8 cm3
Surface Tension: 37.1 dyne/cm
Enthalpy of Vaporization: 53.81 kJ/mol
Vapour Pressure: 0.00129 mmHg at 25 °C
Sensitive: moisture sensitive
XLogP3: 2.6
H-Bond Acceptor: 3
Rotatable Bond Count: 3
Exact Mass: 200.024022
MonoIsotopic Mass: 200.024022
Topological Polar Surface Area: 35.5
Heavy Atom Count: 13
Canonical SMILES: COC1=C(C=C(C=C1)C(=O)Cl)OC
InChI: InChI=1S/C9H9ClO3/c1-12-7-4-3-6(9(10)11)5-8(7)13-2/h3-5H,1-2H3
InChIKey: VIOBGCWEHLRBEP-UHFFFAOYSA-N
EINECS: 222-568-0
Product Categories: Aromatic Halides (substituted)
3,4-Dimethoxybenzoyl chloride (CAS NO.3535-37-3) is used as intermediates of medicine and pesticide.
Hazard Codes: C
Risk Statements: 34
R34:Causes burns.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
F: 10-21
Hazard Note: Corrosive
HazardClass: 8
PackingGroup: II
3,4-Dimethoxybenzoyl chloride (CAS NO.3535-37-3) is also named as 3,4-dimethoxybenzene-1-carbonyl chloride ; Benzoyl chloride, 3,4-dimethoxy- ; Veratroyl chloride . 3,4-Dimethoxybenzoyl chloride (CAS NO.3535-37-3) is off-white to grey crystals, flakes or chunks.
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