6,7-Dimethoxy-3,4-dihydroisoquinoline supplier

Name
6,7-Dimethoxy-3,4-dihydroisoquinoline
EINECS 222-185-9
CAS No. 3382-18-1
Article Data91
CAS DataBase
Density 1.134 g/cm³
Solubility
Melting Point 39-40℃
Formula C₁₁H₁₃NO₂
Boiling Point 322.861 °C at 760 mmHg
Molecular Weight 191.23
Flash Point 121.99 °C
Transport Information
Appearance yellow oily liquid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3,4-Dihydro-6,7-dimethoxyisoquinoline;3,4-Dihydrobackebergine;Dehydroheliamine;NSC 627588;
PSA 30.82000
LogP 1.11440

Synthetic route

: 14301-36-1
N-[2-(3,4-dimethoxyphenyl)ethyl]formamide

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With phosphorus pentachloride In dichloromethane at 20℃; for 0.5h; Bischler-Napieralski Reaction; Inert atmosphere;	100%
With trichlorophosphate In toluene	89%
With trichlorophosphate In toluene at 85℃; for 1h; Bischler-Napieralski cyclization;	76%

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

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With sodium carbonate In water Inert atmosphere;	99%
With potassium carbonate In diethyl ether; water	4.12 g

: 1745-07-9
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With carbon dioxide; DBN; Eosin Y In dimethyl sulfoxide at 25 - 30℃; for 48h; Irradiation;	97%
With tert.-butylhydroperoxide; tris(triphenylphosphine)ruthenium(II) chloride; palladium In decane Molecular sieve;	96%
With 4-tert-butyl-5-methoxy-1,2-benzoquinone; oxygen In acetonitrile at 20℃; for 48h; Schlenk technique;	95%

: 100-97-0
hexamethylenetetramine

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With acetic acid; trifluoroacetic acid for 5h; Reflux;	95%
With trifluoroacetic acid In acetic acid at 90℃; for 0.5h; Pictet-Spengler Synthesis; Inert atmosphere;	94%
In acetic acid; trifluoroacetic acid for 0.5h; Pictet-Spengler reaction; Heating;	90%
With acetic acid; trifluoroacetic acid at 90℃; for 0.5h; Inert atmosphere;	90%

: 6,7-dimethoxy-3,4-dihydroisoquinoline perchlorate

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With sodium hydroxide In water pH=10;	92%

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

: 109-94-4
formic acid ethyl ester

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
Stage #1: 2-(3,4-dimethoxyphenyl)-ethylamine; formic acid ethyl ester for 14h; Reflux; Stage #2: With phosphorus pentachloride In dichloromethane at 20℃; for 2h;	90%
Stage #1: 2-(3,4-dimethoxyphenyl)-ethylamine; formic acid ethyl ester for 12h; Reflux; Stage #2: With trichlorophosphate at 0 - 40℃; for 3.33333h; Bischler-Napieralski Reaction;	75%

: 3490-06-0
N-methylhomoveratrylamine

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
Stage #1: N-methylhomoveratrylamine With formaldehyd; Eaton’s reagent at 85℃; for 2h; Inert atmosphere; Stage #2: With sodium hydroxide In Isopropyl acetate; water at 25℃; pH=8-8.5; Concentration; Temperature;	84.23%

: 1745-07-9
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

A: 15248-39-2
6,7-dimethoxyisoquinoline

B: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With oxygen; tetraacetatodiruthenium chloride In toluene at 50℃; under 760.051 Torr; for 12h;	A 4% B 80%
With potassium carbonate; 1-(tert-butylperoxy)-1,2-benziodoxol-3(1H)-one In benzene for 3.5h; Ambient temperature;	A 6% B 76%
With sodium carbonate In ethyl acetate at 120℃; for 24h; Sealed tube; Green chemistry; Overall yield = 63 %;	A 13% B 50%
With [(η5-pentamethylcyclopentadienyl)IrCl(dipyrido[3,2-a:2',3'-c]phenazine)](CF3SO3) In aq. phosphate buffer at 37℃; for 48h; pH=7; Irradiation;

: C13H13NO5

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
In methanol at 50 - 55℃; for 3h; Bischler-Napieralski Reaction;	80%

: 100-97-0
hexamethylenetetramine

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

A: 16620-96-5
2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

B: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With formic acid for 1h; Pictet-Spengler reaction; Heating;	A 78% B 10%

...Expand

: (R)-(6-Bromo-benzo[1,3]dioxol-5-yl)-((S)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-methanol

A: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

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

C: 93-03-8
(3,4-dimethoxyphenyl)methanol

: (+/-)-trans-4H-1,2-dimethoxy-7-hydroxy-9,10-(methylenedioxy)5,6,6a,7-tetrahydrodibenzo[de,g]quinoline

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene for 4h; Decomposition; radical cyclization; Heating;	A 77% B 10% C 45% D 14%

...Expand

: 50-00-0
formaldehyd

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
for 0.5h; Reflux;	70%
Pictet-Spengler reaction;

: 2328-12-3
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

A: 15248-39-2
6,7-dimethoxyisoquinoline

B: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With nickel(II) sulphate; sodium hydroxide; dipotassium peroxodisulfate In dichloromethane; water for 1h; Ambient temperature;	A 6% B 60%

: 59444-59-6
(+/-)-1-(2-bromo-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

A: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

B: 494-99-5
1,2-dimethoxy-4-methylbenzene

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene for 4h; Decomposition; Heating;	A 60% B 60%

: 1745-07-9
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

A: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

B: 4a-(6,7-Dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-5-ethyl-3,7,8,10-tetramethyl-5,10-dihydro-4aH-benzo[g]pteridine-2,4-dione

Conditions

Conditions	Yield
With air; FlEt+·ClO4- In acetonitrile at 37℃; for 552h; Title compound not separated from byproducts;	A 200 % Spectr. B 55%

: 75-52-5
nitromethane

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With polyphosphoric acid at 100℃; for 1.5h;	50%

: 91790-53-3
1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,4-dimethoxybenzyl)isoquinoline

A: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

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

C: 93-07-2
Veratric acid

Conditions

Conditions	Yield
With sodium perchlorate In acetonitrile anode potential 0.95 - 1.1 V;	A 16% B 10% C 8%

...Expand

: 91790-53-3
1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,4-dimethoxybenzyl)isoquinoline

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With manganese(IV) oxide; sulfuric acid

: 100197-72-6
1-ethyl-9,10-dimethoxy-2-oxo-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinoline-3-carboxylic acid ethyl ester

A: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

B: 98146-15-7
1-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-pyrido[2,1-a]isoquinolin-2-one

Conditions

Conditions	Yield
With hydrogenchloride

: 114795-51-6
1-isobutyl-9,10-dimethoxy-2-oxo-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinoline-3-carboxylic acid ethyl ester

A: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

B: 99672-64-7
1-isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-pyrido[2,1-a]isoquinolin-2-one

Conditions

Conditions	Yield
With hydrogenchloride

: 59444-59-6
(+/-)-1-(2-bromo-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 18h; Heating;	160 mg

: 64-18-6
formic acid

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With trichlorophosphate at 190 - 200℃; for 2.5h; Yield given;
Stage #1: formic acid; 2-(3,4-dimethoxyphenyl)-ethylamine at 175℃; Inert atmosphere; Stage #2: With trichlorophosphate In toluene at 95℃; Bischler-Napieralski Reaction; Inert atmosphere;

: 7664-93-9
sulfuric acid

: 13074-31-2
Tetrahydropapaverine

manganese dioxide: manganese dioxide

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

...Expand

N-benzoyl-Py-tetrahydro-papaverine: N-benzoyl-Py-tetrahydro-papaverine

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
With manganese(IV) oxide; sulfuric acid

: 7664-93-9
sulfuric acid

: 97157-25-0
2-Benzoyl-1-<(3,4-dimethoxyphenyl)methyl>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

manganese dioxide: manganese dioxide

A: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

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

C: 65-85-0
benzoic acid

...Expand

: 14301-36-1
N-[2-(3,4-dimethoxyphenyl)ethyl]formamide

: 108-88-3
toluene

phosphorus pentoxide: phosphorus pentoxide

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

...Expand

: 59444-59-6
(+/-)-1-(2-bromo-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

A: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

B: 6-deutero-3,4-dimethoxytoluene

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tributyltin deuteride In toluene for 4h; Decomposition; deuterium incorporation; Heating;

: C20H23(2)HBrNO4

A: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

B: C9H11(2)HO2

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene for 4h; Decomposition; deuterium incorporation; Heating;

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / methanol / 12 h / Ambient temperature 2: 89 percent / POCl3 / toluene View Scheme
Multi-step reaction with 2 steps 1: 80 percent / HCO2H 2: t-butyl hydroperoxide / RuCl2(PPh3)3 View Scheme
Multi-step reaction with 2 steps 1.1: toluene / 5 h / 25 - 45 °C 2.1: phosphoric acid / toluene / 5 h / 110 °C 2.2: pH ~ 8.3 View Scheme

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 74-88-4
methyl iodide

: 30045-07-9
2-methyl-6,7-dimethoxy-3,4-dihydroisoquinolinium iodide

Conditions

Conditions	Yield
In diethyl ether at 20℃; Inert atmosphere;	100%
In tetrahydrofuran
In acetonitrile at 80℃; for 2h;

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 19614-12-1
2-bromo-5-methoxybenzyl bromide

: 2-(2-bromo-5-methoxybenzyl)-3,4-dihydro-6,7-dimethoxyisoquinolinium bromide

Conditions

Conditions	Yield
In diethyl ether Heating;	100%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 5609-09-6, 69668-88-8, 1119-44-4
3-hepten-2-one

A: 1421697-27-9
(4R,11bS)-9,10-dimethoxy-4-propyl-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one

B: 1421697-31-5
(4S,11bS)-9,10-dimethoxy-4-propyl-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one

Conditions

Conditions	Yield
With (S)-2-(3-((1R,2R)-2-aminocyclohexyl)thioureido)-N-benzhydryl-N,3,3-trimethylbutanamide; acetic acid In toluene at 4℃; for 48h; Diels-Alder Cycloaddition; Inert atmosphere; enantioselective reaction;	A 99% B n/a

...Expand

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 1745-07-9
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With butyl triphenylphosphonium tetraborate at 20℃; for 0.1h;	98%
With 1-benzyl-1-azonia-4-azabicyclo[2.2.2]octane tetrahydroborate In tert-butyl alcohol at 20℃; for 0.2h; Reduction;	95%
With benzyltriphenylphosphonium borohydride In methanol at 20℃; for 0.333333h;	90%

: 18742-02-4
2-bromo-2-(2-ethyl)dioxolane

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 107020-15-5
3,4-dihydro-6,7-dimethoxy-2-(3,3-ethylenedioxypropyl)isoquinolinium bromide

Conditions

Conditions	Yield
	98%
In diethyl ether; ethanol for 20h; Heating;	90%

: 5444-01-9
3-cyano-4-methylpyridine

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 109374-24-5
(+/-)-5,6,13,13a-tetrahydro-2,3-dimethoxy-8H-isoquino<2,1-b><2,7>naphthyridine-8-imine

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate; lithium hexamethyldisilazane In tetrahydrofuran -40 deg C, 4 h; room temp., 12 h;	97.5%

: 75611-67-5
Pyran-2-one-6-carbonyl chloride

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 24850-33-7
allyltributylstanane

: 122888-25-9
(+/-)-1-allyl-6,7-dimethoxy-2-(2-oxo-2H-pyran-6-ylcarbonyl)-1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With 4 A molecular sieve In dichloromethane for 3.5h; Ambient temperature;	97%

...Expand

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 3893-01-4
2,3-dimethoxybenzyl chloride

: 75875-48-8
3,4-dihydro-6,7-dimethoxy-N-(2,3-dimethoxybenzyl)isoquinolinium chloride

Conditions

Conditions	Yield
In benzene for 24h; Ambient temperature;	97%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 3471-13-4
dimedone

: 111599-09-8
2-(6,7-Dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-3-hydroxy-5,5-dimethyl-cyclohex-2-enone

Conditions

Conditions	Yield
at 90℃; for 0.5h;	96%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 1132641-29-2
methyl 2-(((tertbutoxycarbonyl)oxy)(4-chlorophenyl)methyl)acrylate

: C22H20ClNO4

Conditions

Conditions	Yield
With iron(III) chloride In dimethyl sulfoxide at 130℃; for 4h; Morita-Baylis-Hillman Alkylation;	96%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 93102-05-7
N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine

: 2-benzyl-8,9-dimethoxy-1,2,3,5,6,10b-hexahydroimidazo[5,1-a]isoquinoline

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; for 1h;	96%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 96-32-2
bromoacetic acid methyl ester

: 84690-25-5
6,7-Dimethoxy-(2-methoxycarbonylmethyl)-3,4-dihydroisoquinolin-2-ium bromide

Conditions

Conditions	Yield
In dichloromethane for 24h; Ambient temperature;	95%
In diethyl ether at 20℃;

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 612-23-7
2-nitrobenzyl chloride

: 3,4-dihydro-6,7-dimethoxy-2-[(2-nitrophenyl)methyl]isoquinolinium chloride

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 72h;	95%

: potassium cyanide

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 1210-57-7
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile

Conditions

Conditions	Yield
With acetic acid In methanol at 0 - 20℃; for 1h; Inert atmosphere;	95%
With hydrogenchloride In methanol; water at 0 - 20℃; for 17h;	93%
With acetic acid In methanol at 0 - 20℃; for 1h;	92%
With hydrogenchloride In methanol; water at 0 - 20℃; for 17h;	88%
With hydrogenchloride at 20℃; Inert atmosphere;

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 13195-64-7
diisopropyl malonate

: 24424-99-5
di-tert-butyl dicarbonate

: 1091627-81-4
(R)-diisopropyl 2-(2-(tert-butoxycarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)malonate

Conditions

Conditions	Yield
Stage #1: 6,7-dimethoxy-3,4-dihydro-isoquinoline; di-tert-butyl dicarbonate In dichloromethane at 20℃; for 0.5h; Stage #2: diisopropyl malonate In dichloromethane at 0 - 2.5℃; for 15h;	94%
Stage #1: 6,7-dimethoxy-3,4-dihydro-isoquinoline; di-tert-butyl dicarbonate In dichloromethane at 20℃; for 0.5h; Stage #2: diisopropyl malonate In dichloromethane at 0 - 2.5℃; for 15h;	94%
Stage #1: 6,7-dimethoxy-3,4-dihydro-isoquinoline; di-tert-butyl dicarbonate In dichloromethane at 20℃; for 0.5h; Stage #2: diisopropyl malonate; Pd-catalyst In dichloromethane at 0 - 2.5℃; for 15h;	94%
Stage #1: 6,7-dimethoxy-3,4-dihydro-isoquinoline; di-tert-butyl dicarbonate In dichloromethane at 20℃; for 0.5h; Stage #2: diisopropyl malonate In dichloromethane at 0 - 2.5℃; for 15h;	94%

...Expand

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 141-82-2
malonic acid

: 68345-67-5
2‐(6,7‐dimethoxy‐1,2,3,4‐tetrahydroisoquinolin‐1‐yl)acetic acid

Conditions

Conditions	Yield
for 1h; Heating;	92%
at 120℃; for 1h;	92%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

2-(tributylstannylmethyl)acrylonitrile: 2-(tributylstannylmethyl)acrylonitrile

: 79-22-1
methyl chloroformate

: 1-(2-Cyano-allyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
In dichloromethane for 14h; Ambient temperature;	91%

...Expand

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 132841-83-9
2-(carbomethoxy)allyl tributyltin

: 2937-50-0
Allyl chloroformate

: 6,7-Dimethoxy-1-(2-methoxycarbonyl-allyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid allyl ester

Conditions

Conditions	Yield
In dichloromethane for 4h; Ambient temperature;	91%

...Expand

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: C13H12Cl2O

: (Z)-2-(2-((1-(3,4-dichlorophenyl)-1-oxohept-2-en-3-yl)amino)ethyl)-4,5-dimethoxybenzaldehyde

Conditions

Conditions	Yield
With water; sodium chloride In toluene at 50℃; for 11h; stereoselective reaction;	91%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 1132641-33-8
methyl 2-(((tert-butoxycarbonyl)oxy)(3,4-dichlorophenyl)methyl)acrylate

: C22H19Cl2NO4

Conditions

Conditions	Yield
With iron(III) chloride In dimethyl sulfoxide at 130℃; for 4h; Morita-Baylis-Hillman Alkylation;	91%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 625-35-4, 3488-22-0, 10487-71-5
trans-chrotonyl chloride

: 94882-60-7
N-(2-formyl-4,5-dimethoxyphenetyl)crotonamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane for 0.833333h;	90%
With sodium hydrogencarbonate In dichloromethane; water Ambient temperature;	75%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 132841-83-9
2-(carbomethoxy)allyl tributyltin

: 79-22-1
methyl chloroformate

: 6,7-Dimethoxy-1-(2-methoxycarbonyl-allyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
In dichloromethane for 3.5h; Ambient temperature;	90%

...Expand

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 75-36-5
acetyl chloride

: 203806-36-4
N-[2-(2-formyl-4,5-dimethoxy-phenyl)-ethyl]-acetamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane for 1.5h; Ambient temperature;	90%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 917-54-4
methyllithium

: 493-48-1, 5784-74-7, 38520-68-2, 54193-08-7
(6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline)

Conditions

Conditions	Yield
With (-)-sparteine In tetrahydrofuran; diethyl ether at -20℃; for 2h;	90%

6,7-Dimethoxy-3,4-dihydroisoquinoline Specification

The Isoquinoline,3,4-dihydro-6,7-dimethoxy-, with the CAS registry number 3382-18-1, is also known as 3,4-Dihydrobackebergine. It belongs to the product categories of Drug Intermediates. Its EINECS registry number is 222-185-9. This chemical's molecular formula is C₁₁H₁₃NO₂ and molecular weight is 191.2264. What's more, its systematic name and its IUPAC name are the same which is called 6,7-Dimethoxy-3,4-dihydroisoquinoline. It is yellow oily liquid.

Physical properties about Isoquinoline,3,4-dihydro-6,7-dimethoxy- are: (1)ACD/LogP: 1.63; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.17; (4)ACD/LogD (pH 7.4): 1.61; (5)ACD/BCF (pH 5.5): 3.54; (6)ACD/BCF (pH 7.4): 9.88; (7)ACD/KOC (pH 5.5): 63.77; (8)ACD/KOC (pH 7.4): 178.13; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 30.82 Å²; (13)Index of Refraction: 1.548; (14)Molar Refractivity: 53.6 cm³; (15)Molar Volume: 168.5 cm³; (16)Surface Tension: 35.8 dyne/cm; (17)Density: 1.13 g/cm³; (18)Flash Point: 122 °C; (19)Enthalpy of Vaporization: 54.23 kJ/mol; (20)Boiling Point: 322.9 °C at 760 mmHg; (21)Vapour Pressure: 0.000513 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O(c2c(OC)cc1c(\C=N/CC1)c2)C
(2) InChI: InChI=1/C11H13NO2/c1-13-10-5-8-3-4-12-7-9(8)6-11(10)14-2/h5-7H,3-4H2,1-2H3
(3) InChIKey: NSLJVQUDZCZJLK-UHFFFAOYAM

Product Name

6,7-Dimethoxy-3,4-dihydroisoquinoline

Synthetic route

6,7-Dimethoxy-3,4-dihydroisoquinoline Specification

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