70810-24-1

Usage

Uses

Used in Pharmaceutical Industry:
1,7-Dichloroisoquinoline is used as a building block for the development of new drugs, particularly due to its antifungal and antibacterial properties. It contributes to the creation of medications that target a variety of infections and diseases.
Used in Agrochemical Industry:
In the agrochemical industry, 1,7-Dichloroisoquinoline is used as a component in the production of herbicides and insecticides. Its properties help in developing effective solutions for pest and weed control in agricultural settings.
Used in Dye Production:
1,7-Dichloroisoquinoline is utilized in the manufacturing process of dyes, where its chemical structure contributes to the color and stability of the final product.
Used in Chemical Synthesis:
As an important intermediate in the chemical industry, 1,7-Dichloroisoquinoline is used in various chemical synthesis processes to create a range of compounds for different applications.

InChI:InChI=1/C9H5Cl2N/c10-7-2-1-6-3-4-12-9(11)8(6)5-7/h1-5H

Synthetic route

7-chloro-isoquinoline-2-oxide-hydrochloride → 1,7-dichloroisoquinoline (70810-24-1)

Conditions	Yield
With trichlorophosphate

isoquinoline-1,7-diol (59647-24-4) + trichlorophosphate (10025-87-3, 12599-09-6, 63736-95-8) → 1,7-dichloroisoquinoline (70810-24-1)

Conditions	Yield
at 165℃;

7-chloroisoquinoline 2-oxide (70810-26-3) → 1,7-dichloroisoquinoline (70810-24-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: p-toluenesulfonyl chloride / N,N-dimethyl-formamide / 80 °C 2: thionyl chloride; N,N-dimethyl-formamide / toluene / 3 h / 80 °C View Scheme

7-chloroisoquinolin-1-ol (24188-74-7) → 1,7-dichloroisoquinoline (70810-24-1)

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide In toluene at 80℃; for 3h;
With thionyl chloride; N,N-dimethyl-formamide In toluene at 80℃; for 3h;

1,7-dichloroisoquinoline (70810-24-1) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(7-chloroisoquinolin-1-yl)piperazine-1-carboxylate

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 110℃; for 5h; Inert atmosphere;	93%
With potassium carbonate In dimethyl sulfoxide at 120℃; for 5.5h;	73%

1,7-dichloroisoquinoline (70810-24-1) + 4-aminobenzene sulfonic acid (121-57-3) → 4-(7-chloroisoquinolin-1-ylamino)benzenesulfonic acid

Conditions	Yield
In ethanol; water at 80℃;	84%

1,7-dichloroisoquinoline (70810-24-1) + methyl 5-amino-2-pyridinecarboxylate (67515-76-8) → methyl 5-((7-chloroisoquinolin-1-yl)amino)picolinate

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 130 - 140℃;	76%

1,7-dichloroisoquinoline (70810-24-1) + 1-phenylmethylpiperazine (2759-28-6) → 1-(4-benzylpiperazin-1-yl)-7-chloroisoquinoline

Conditions	Yield
at 150℃; for 3h;	71%
at 150℃; for 3h;	71%

1,7-dichloroisoquinoline (70810-24-1) + N-(3-aminophenylsulfonyl)benzylamine (303780-52-1) → N-benzyl-3-((7-chloroisoquinolin-1-yl)amino)benzenesulfonamide

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 130℃;	61%

1,7-dichloroisoquinoline (70810-24-1) + 6-chloro-N-methylpyridazin-3-amine (14959-32-1) → 7-chloro-N-(6-chloropyridazin-3-yl)-N-methylisoquinolin-1-amine

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 130℃; Inert atmosphere;	53%

potassium cyanide + 1,7-dichloroisoquinoline (70810-24-1) → 7-chloroisoquinoline-1-carbonitrile (1368066-86-7)

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine; 1,5-bis-(diphenylphosphino)pentane; palladium diacetate In toluene at 150℃; Inert atmosphere;	25%

1,7-dichloroisoquinoline (70810-24-1) + C9H14N4O2 → tert-butyl (2-((7-chloroisoquinolin-1-yl)amino)pyrimidin-4-yl)carbamate

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 140℃; Inert atmosphere;	16%

1,7-dichloroisoquinoline (70810-24-1) + diethylaminopropylamine (104-78-9) → N,N-diethyl-N'-(7-chloro-[1]isoquinolyl)-propanediyldiamine

Conditions	Yield
at 150 - 200℃;

piperazine (110-85-0) + 1,7-dichloroisoquinoline (70810-24-1) → 7-chloro-1-(piperazin-1-yl)isoquinoline

Conditions	Yield
In ethylene glycol at 140℃;

1,7-dichloroisoquinoline (70810-24-1) → (2S,2'S)-N,N'-(4,4'-((E)-ethene-1,2-diyl)bis(4,1-phenylene))bis(1-(7-chloroisoquinoline-1-carbonyl)pyrrolidine-2-carboxamide) (1429787-76-7)

Conditions

Yield

Multi-step reaction with 3 steps 1.1: 1,5-bis-(diphenylphosphino)pentane; N,N,N,N,-tetramethylethylenediamine; palladium diacetate / toluene / 150 °C / Inert atmosphere 2.1: sodium hydroxide / 80 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere 3.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere View Scheme

1,7-dichloroisoquinoline (70810-24-1) → 7-chloroisoquinoline-1-carboxylic acid (552850-71-2)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 1,5-bis-(diphenylphosphino)pentane; N,N,N,N,-tetramethylethylenediamine; palladium diacetate / toluene / 150 °C / Inert atmosphere 2.1: sodium hydroxide / 80 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere View Scheme

1,7-dichloroisoquinoline (70810-24-1) → N3-(7-chloroisoquinolin-1-yl)-3-N-methylpyridazine-3,6-diamine

Conditions

Yield

Multi-step reaction with 3 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 130 °C / Inert atmosphere 2: tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / 1,4-dioxane / 100 °C 3: trifluoroacetic acid / 60 °C View Scheme

1,7-dichloroisoquinoline (70810-24-1) → 3-N-(7-chloroisoquinolin-1-yl)-6-N-(4-methoxybenzyl)-3-N-methylpyridazine-3,6-diamine

Conditions	Yield
Multi-step reaction with 2 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 130 °C / Inert atmosphere 2: tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / 1,4-dioxane / 100 °C View Scheme

1,7-dichloroisoquinoline (70810-24-1) + tert-butyl (4-aminopyridin-2-yl)carbamate → tert-butyl (4-((7-chloroisoquinolin-1-yl)amino)pyridin-2-yl)carbamate

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 140℃; Inert atmosphere;

1,7-dichloroisoquinoline (70810-24-1) + tert-butyl (4-aminopyridin-2-yl)carbamate → N4-(7-chloroisoquinolin-1-yl)pyridine-2,4-diamine

Conditions	Yield
Multi-step reaction with 2 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 140 °C / Inert atmosphere 2: trifluoroacetic acid / dichloromethane / 20 °C View Scheme

1,7-dichloroisoquinoline (70810-24-1) → 7-chloro-1-(piperazin-1-yl)isoquinoline

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / dimethyl sulfoxide / 5.5 h / 120 °C 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / dimethyl sulfoxide / 5 h / 110 °C / Inert atmosphere 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C View Scheme

1,7-dichloroisoquinoline (70810-24-1) → tert-butyl N-{3-[4-(7-chloroisoquinolin-1-yl)piperazin-1-yl]propyl}carbamate

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / dimethyl sulfoxide / 5.5 h / 120 °C 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C View Scheme
Multi-step reaction with 3 steps 1: potassium carbonate / dimethyl sulfoxide / 5 h / 110 °C / Inert atmosphere 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C View Scheme

1,7-dichloroisoquinoline (70810-24-1) → 3-[4-(7-chloroisoquinolin-1-yl)piperazin-1-yl]propan-1-amine

Conditions	Yield
Multi-step reaction with 4 steps 1: potassium carbonate / dimethyl sulfoxide / 5.5 h / 120 °C 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C View Scheme
Multi-step reaction with 4 steps 1: potassium carbonate / dimethyl sulfoxide / 5 h / 110 °C / Inert atmosphere 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C View Scheme

1,7-dichloroisoquinoline (70810-24-1) → 4-({3-[4-(7-chloroisoquinolin-1-yl)piperazin-1-yl]propyl}amino)-2H-chromen-2-one

Conditions	Yield
Multi-step reaction with 5 steps 1: potassium carbonate / dimethyl sulfoxide / 5.5 h / 120 °C 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 5: triethylamine / acetonitrile / 1 h / 70 °C View Scheme
Multi-step reaction with 5 steps 1: potassium carbonate / dimethyl sulfoxide / 5 h / 110 °C / Inert atmosphere 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 5: triethylamine / acetonitrile / 1 h / 70 °C View Scheme

1,7-dichloroisoquinoline (70810-24-1) → 4-({3-[4-(7-chloroisoquinolin-1-yl)piperazin-1-yl]propyl}amino)-2H-chromen-2-one hydrochloride

Conditions	Yield
Multi-step reaction with 6 steps 1: potassium carbonate / dimethyl sulfoxide / 5.5 h / 120 °C 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 5: triethylamine / acetonitrile / 1 h / 70 °C 6: hydrogenchloride / dichloromethane; diethyl ether View Scheme
Multi-step reaction with 6 steps 1: potassium carbonate / dimethyl sulfoxide / 5 h / 110 °C / Inert atmosphere 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 5: triethylamine / acetonitrile / 1 h / 70 °C 6: hydrogenchloride / dichloromethane; methanol; diethyl ether View Scheme

1,7-dichloroisoquinoline (70810-24-1) → 4-((7-chloroisoquinolin-1-yl)amino)benzenesulfonyl chloride

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol; water / 80 °C 2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C View Scheme

1,7-dichloroisoquinoline (70810-24-1) → 4-((7-chloroisoquinolin-1-yl)amino)-N-(1,2,3,4-tetrahydronaphthalen-2-yl)benzenesulfonamide

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol; water / 80 °C 2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C 3: triethylamine / dichloromethane / 0 - 20 °C View Scheme

1,7-dichloroisoquinoline (70810-24-1) → 4-((7-chloroisoquinolin-1-yl)amino)-N-((1,2,3,4-tetrahydronaphthalen-2-yl)methyl)benzenesulfonamide

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol; water / 80 °C 2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C 3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C View Scheme

1,7-dichloroisoquinoline (70810-24-1) → N-benzyl-4-((7-chloroisoquinolin-1-yl)amino)benzenesulfonamide

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol; water / 80 °C 2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C 3: pyridine / 3 h / 20 °C View Scheme

Upstream product

• 24188-74-7 7-chloroisoquinolin-1-ol 
• 70810-26-3 7-chloroisoquinoline 2-oxide 
• 59647-24-4 isoquinoline-1,7-diol 
• 10025-87-3 trichlorophosphate 

Downstream Products

• 552850-71-2 7-chloroisoquinoline-1-carboxylic acid 

Relevant academic research and scientific papers

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