Product Name

  • Name

    6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

  • EINECS 251-223-7
  • CAS No. 2328-12-3
  • Article Data15
  • CAS DataBase
  • Density 1.071g/cm3
  • Solubility
  • Melting Point 260-265 °C(lit.)
  • Formula C11H16ClNO2
  • Boiling Point 314.9 °C at 760 mmHg
  • Molecular Weight 229.707
  • Flash Point 124.7 °C
  • Transport Information
  • Appearance white to slightly beige shiny flakes
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 2328-12-3 (6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride)
  • Hazard Symbols IrritantXi
  • Synonyms Isoquinoline,1,2,3,4-tetrahydro-6,7-dimethoxy-, hydrochloride (7CI,8CI,9CI);1,2,3,4-Tetrahydro-6,7-dimethoxyisoquinolinehydrochloride;6,7-Bis(methyloxy)-1,2,3,4-tetrahydroisoquinoline hydrochloride;Isoquinoline,1,2,3,4-tetrahydro-6,7-dimethoxy-, hydrochloride (1:1);6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride;6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinehydrochloride;Heliamine hydrochloride;
  • PSA 30.49000
  • LogP 2.48030

Synthetic route

Dimethoxymethane
109-87-5

Dimethoxymethane

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

2-(3,4-dimethoxyphenyl)-ethylamine

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water for 8h; Heating;88%
formaldehyd
50-00-0

formaldehyd

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

2-(3,4-dimethoxyphenyl)-ethylamine

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol Pictet-Spengler reaction;68.7%
Stage #1: formaldehyd; 2-(3,4-dimethoxyphenyl)-ethylamine In ethanol at 20℃; for 3h;
Stage #2: With hydrogenchloride In ethanol; water for 4h; pH=2; Reflux;		61.8%
Stage #1: formaldehyd; 2-(3,4-dimethoxyphenyl)-ethylamine In ethanol at 20℃; for 3h;
Stage #2: With hydrogenchloride In ethanol; water at 78℃; for 4h; pH=2;		61.8%
bis(N-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolinyl)methane
26259-07-4

bis(N-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolinyl)methane

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at 20℃; for 18h;
hydrogenchloride
7647-01-0

hydrogenchloride

C9H7(OCH3)2NBH3
14429-07-3

C9H7(OCH3)2NBH3

A

hydrogen
1333-74-0

hydrogen

B

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

Conditions
ConditionsYield
In ethanol; water addn. of 5% aq. HCl to the ethanol soln. (cooling, stirring), stirring for 30min, refluxing for 30min;;
...Expand
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline hydrobromide
52768-23-7

6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline hydrobromide

Conditions
ConditionsYield
With hydrogen bromide at 120℃; for 2h;100%
With hydrogen bromide at 105℃; for 5h;100%
With water; hydrogen bromide for 5h; Heating / reflux;100%
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

5,8-dichloro-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride
860436-60-8

5,8-dichloro-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

Conditions
ConditionsYield
With sulfuryl dichloride In acetic acid at 20℃; for 3h;100%
With sulfuryl dichloride In acetic acid at 20℃; for 3h;100%
With sulfuryl dichloride In acetic acid at 20℃; for 4h;100%
With sulfuryl dichloride; acetic acid at 20℃; for 3h;100%
With sulfuryl dichloride In acetic acid at 20℃; for 0.5h; Product distribution / selectivity;
formaldehyd
50-00-0

formaldehyd

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

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

2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
Stage #1: 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride With sodium hydroxide In methanol for 0.333333h;
Stage #2: formaldehyd In methanol; water for 0.583333h;
Stage #3: With sodium tetrahydroborate In methanol; water		100%
Stage #1: formaldehyd; 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride With sodium methylate In methanol; water for 0.916667h; Inert atmosphere;
Stage #2: With sodium tetrahydroborate In methanol; water at 20℃; for 3h; Inert atmosphere;		90%
Stage #1: 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride With sodium hydroxide In dichloromethane; water Inert atmosphere;
Stage #2: formaldehyd With formic acid In water at 100℃; Inert atmosphere;		80%
phosgene
75-44-5

phosgene

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

carbamic chloride
463-72-9

carbamic chloride

Conditions
ConditionsYield
In toluene99%
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

5-bromo-2-furanyl chloride

5-bromo-2-furanyl chloride

5-bromo-2-(2'-H-3,4-dihydro-6,7-methoxyisoquinoline)furan-2-carboxamide

5-bromo-2-(2'-H-3,4-dihydro-6,7-methoxyisoquinoline)furan-2-carboxamide

Conditions
ConditionsYield
Stage #1: 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride With sodium hydroxide In dichloromethane; water at 0℃; for 0.5h;
Stage #2: 5-bromo-2-furanyl chloride In dichloromethane at 0 - 25℃;		99%
3-chloro-1-(2,4-dimethoxyphenyl)acetone

3-chloro-1-(2,4-dimethoxyphenyl)acetone

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

3-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-1-(2,4-dimethoxyphenyl)propan-1-one

3-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-1-(2,4-dimethoxyphenyl)propan-1-one

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 6h;97.7%
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

cyanomethyl bromide
590-17-0

cyanomethyl bromide

2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)acetonitrile
160446-14-0

2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)acetonitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane for 48h; Inert atmosphere;97.3%
With triethylamine In dichloromethane at 50℃; for 12h;
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

fluorenone imine
4440-33-9

fluorenone imine

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

1-(1-cyclohexyl-1H-tetrazol-5-yl)-2-(9H-fluoren-9-yl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

1-(1-cyclohexyl-1H-tetrazol-5-yl)-2-(9H-fluoren-9-yl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
With trimethylsilylazide In methanol at 90℃; for 20h; Ugi Condensation; Inert atmosphere;96%
...Expand
5-bromo-furan-2-carboxylic acid
585-70-6

5-bromo-furan-2-carboxylic acid

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

5-bromo-2-(2'-H-3,4-dihydro-6,7-methoxyisoquinoline)furan-2-carboxamide

5-bromo-2-(2'-H-3,4-dihydro-6,7-methoxyisoquinoline)furan-2-carboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;95%
C15H11N3O2

C15H11N3O2

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

(E)-1-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-3-(2-phenylimidazo[1,2-a]pyrimidin-3-yl)prop-2-en-1-one

(E)-1-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-3-(2-phenylimidazo[1,2-a]pyrimidin-3-yl)prop-2-en-1-one

Conditions
ConditionsYield
Stage #1: C15H11N3O2 With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere;		94%
2-(3-bromopropyl)isoindole-1,3-dione
5460-29-7

2-(3-bromopropyl)isoindole-1,3-dione

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

2-[3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-propyl]-isoindole-1,3-dione

2-[3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-propyl]-isoindole-1,3-dione

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃;93%
trimethylacetic formic anhydride
10535-67-8

trimethylacetic formic anhydride

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde
96624-17-8

6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde

Conditions
ConditionsYield
Stage #1: trimethylacetic formic anhydride; 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride With triethylamine In dichloromethane at 0 - 20℃; for 1h;
Stage #2: With hydrogenchloride In dichloromethane; water
Stage #3: With sodium hydrogencarbonate In dichloromethane; water		92%
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

benzyl bromide
100-39-0

benzyl bromide

C25H28NO2(1+)*Br(1-)

C25H28NO2(1+)*Br(1-)

Conditions
ConditionsYield
With potassium carbonate In ethanol for 4h; Reflux;92%
Pentafluoropyridine
700-16-3

Pentafluoropyridine

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

N-(2',3',5',6'-tetrafluoro-4'-pyridyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

N-(2',3',5',6'-tetrafluoro-4'-pyridyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 100℃;91%
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

N-(tert-butyloxycarbonyl)nipecotic acid
71381-75-4, 88495-54-9, 84358-12-3

N-(tert-butyloxycarbonyl)nipecotic acid

tert-butyl 3-[(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)carbonyl]piperidine-1-carboxylate
312738-60-6

tert-butyl 3-[(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)carbonyl]piperidine-1-carboxylate

Conditions
ConditionsYield
With WSC*HCl; benzotriazol-1-ol; triethylamine In 1,2-dichloro-ethane at 20℃; for 4h;91%
(4-nitrophenyl)ethyl bromide
5339-26-4

(4-nitrophenyl)ethyl bromide

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

1,2,3,4-Tetrahydro-6,7-dimethoxy-2-[2-(4-nitrophenyl)ethyl]-isoquinoline
82925-01-7

1,2,3,4-Tetrahydro-6,7-dimethoxy-2-[2-(4-nitrophenyl)ethyl]-isoquinoline

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 100℃; for 12h; Industry scale;90%
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 100℃; for 12h;90%
With potassium carbonate In acetonitrile for 18h; Reflux;90.57%
(1S)-(-)-camphanic chloride
39637-74-6

(1S)-(-)-camphanic chloride

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

(1S,4R)-1-(6,7-Dimethoxy-1,2,3,4-tetrahydro-2-isoquinolylcarbonyl)-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>-heptan-3-one
123279-28-7

(1S,4R)-1-(6,7-Dimethoxy-1,2,3,4-tetrahydro-2-isoquinolylcarbonyl)-4,7,7-trimethyl-2-oxa-bicyclo<2.2.1>-heptan-3-one

Conditions
ConditionsYield
With triethylamine In dichloromethane 1) 0 deg C, 15 min, 2) RT, 4 h;90.4%
7-[(6-bromohexyl)oxy]-3,4-dimethyl-2H-chromen-2-one

7-[(6-bromohexyl)oxy]-3,4-dimethyl-2H-chromen-2-one

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

7-{[6-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)hexyl]oxy}-3,4-dimethyl-2H-chromen-2-one

7-{[6-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)hexyl]oxy}-3,4-dimethyl-2H-chromen-2-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; potassium iodide In acetonitrile89%
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

1-phenyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid
98534-81-7

1-phenyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

N-(4-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-oyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
1044873-10-0

N-(4-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-oyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
With dmap; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 70h;86%
3,4-dimethoxybenzene-1-sulfonyl chloride
23095-31-0

3,4-dimethoxybenzene-1-sulfonyl chloride

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

2-(3,4-dimethoxybenzenesulfonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

2-(3,4-dimethoxybenzenesulfonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
With triethylamine; sodium hydroxide In dichloromethane; water at 20℃; for 0.5h;86%
6-bromo-1-hexanenitrile
6621-59-6

6-bromo-1-hexanenitrile

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

6-(3,4-dihydro-6,7-dimethoxyisoquinolin-2(1H)-yl)hexanenitrile
916993-88-9

6-(3,4-dihydro-6,7-dimethoxyisoquinolin-2(1H)-yl)hexanenitrile

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 16h;86%
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

C26H22ClNO2S

C26H22ClNO2S

N-benzyl-N-{4’-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)methyl]-[1,1′-biphenyl]-4-yl}benzenesulfonamide

N-benzyl-N-{4’-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)methyl]-[1,1′-biphenyl]-4-yl}benzenesulfonamide

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 70℃; for 8h;86%
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

cis-2-chloro-N-(3-methoxy-3H-spiro[[2]benzopyran-1,1’-cyclohexan]-4’-yl)acetamide

cis-2-chloro-N-(3-methoxy-3H-spiro[[2]benzopyran-1,1’-cyclohexan]-4’-yl)acetamide

cis-2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-N-(3-methoxy-3H-spiro[[2]benzofuran-1,1’-cyclohexan]-4’-yl)acetamide

cis-2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-N-(3-methoxy-3H-spiro[[2]benzofuran-1,1’-cyclohexan]-4’-yl)acetamide

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; triethylamine In N,N-dimethyl-formamide at 20℃; for 144h;86%
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

4-bromobutanenitrile
5332-06-9

4-bromobutanenitrile

4-(3,4-dihydro-6,7-dimethoxyisoquinolin-2(1H)-yl)butanenitrile
669067-79-2

4-(3,4-dihydro-6,7-dimethoxyisoquinolin-2(1H)-yl)butanenitrile

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 16h;85%
With triethylamine In dichloromethane Inert atmosphere;74.3%
fluorenone imine
4440-33-9

fluorenone imine

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

2-(3-indolyl)ethyl isocyanide
100571-64-0

2-(3-indolyl)ethyl isocyanide

1-(1-(2-(1H-indol-3-yl)ethyl)-1H-tetrazol-5-yl)-2-(9H-fluoren-9-yl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

1-(1-(2-(1H-indol-3-yl)ethyl)-1H-tetrazol-5-yl)-2-(9H-fluoren-9-yl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
With trimethylsilylazide In methanol at 90℃; for 16h; Ugi Condensation; Inert atmosphere;85%
...Expand
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

C25H28ClNO2S

C25H28ClNO2S

N-{4’-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)methyl]-[1,1′-biphenyl]-4-yl}-N-hexylbenzenesulfonamide

N-{4’-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)methyl]-[1,1′-biphenyl]-4-yl}-N-hexylbenzenesulfonamide

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 70℃; for 8h;84%
5-bromopentan-1-nitrile
5414-21-1

5-bromopentan-1-nitrile

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

5-(3,4-dihydro-6,7-dimethoxyisoquinolin-2(1H)-yl)pentanenitrile
916993-87-8

5-(3,4-dihydro-6,7-dimethoxyisoquinolin-2(1H)-yl)pentanenitrile

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 16h;83%
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride
2328-12-3

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

trans-2-chloro-N-(3-methoxy-3,4-dihydrospiro[[2]benzopyran-1,1’-cyclohexan]-4’-yl)acetamide

trans-2-chloro-N-(3-methoxy-3,4-dihydrospiro[[2]benzopyran-1,1’-cyclohexan]-4’-yl)acetamide

trans-2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-N-(3-methoxy-3,4-dihydrospiro[[2]benzopyran-1,1’-cyclohexan]-4’-yl)acetamide

trans-2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-N-(3-methoxy-3,4-dihydrospiro[[2]benzopyran-1,1’-cyclohexan]-4’-yl)acetamide

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; triethylamine In N,N-dimethyl-formamide at 20℃; for 68h;83%
2-chloro-N-(3-methoxyphenyl)pyrimidine-5-carboxamide

2-chloro-N-(3-methoxyphenyl)pyrimidine-5-carboxamide

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

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-N-(3-methoxyphenyl)pyrimidine-5-carboxamide

2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-N-(3-methoxyphenyl)pyrimidine-5-carboxamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 8h;82%

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride Chemical Properties

Molecule structure of 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (CAS NO.2328-12-3):

IUPAC Name: 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 
Molecular Weight: 229.70324 g/mol
Molecular Formula: C11H16ClNO2 
Melting Point: 260-265 °C(lit.)
Flash Point: 124.7 °C
Enthalpy of Vaporization: 55.61 kJ/mol
Boiling Point: 314.9 °C at 760 mmHg
Vapour Pressure: 0.000451 mmHg at 25 °C
H-Bond Donor: 2
H-Bond Acceptor: 3
Rotatable Bond Count: 2
Exact Mass: 229.086956
MonoIsotopic Mass: 229.086956
Topological Polar Surface Area: 30.5
Heavy Atom Count: 15
Canonical SMILES: COC1=C(C=C2CNCCC2=C1)OC.Cl
InChI: InChI=1S/C11H15NO2.ClH/c1-13-10-5-8-3-4-12-7-9(8)6-11(10)14-2;/h5-6,12H,3-4,7H2,1-2H3;1H
InChIKey: SHOWAGCIRTUYNA-UHFFFAOYSA-N
EINECS: 251-223-7
Product Categories: API intermediates;Building Blocks;Heterocyclic Building Blocks;Isoquinolines

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 272mg/kg (272mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Yakugaku Zasshi. Journal of Pharmacy. Vol. 88, Pg. 1197, 1968.
 
mouse LDLo parenteral 160mg/kg (160mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Journal of Pharmacology and Experimental Therapeutics. Vol. 62, Pg. 165, 1938.

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: NX5017980
Hazard Note: Irritant

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride Specification

 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (CAS NO.2328-12-3) is also named as 1,2,3,4-Tetrahydro-6,7-dimethoxyisoquinoline hydrochloride ; Heliamine hydrochloride ; Isoquinoline, 6,7-dimethoxy-1,2,3,4-tetrahydro-, hydrochloride ; NSC 18443 . 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (CAS NO.2328-12-3) is white to slightly beige shiny flakes.

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