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2-Diethylaminoethylchloride hydrochloride, also known as 2-Chloro-N,N-diethylethylamine hydrochloride, is a colorless to beige crystalline compound that serves as a versatile intermediate in the synthesis of various pharmaceuticals and chemical compounds.

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  • 869-24-9 Structure
  • Basic information

    1. Product Name: 2-Diethylaminoethylchloride hydrochloride
    2. Synonyms: 3,5-DIMETHOXYANISOLE;TRISMETHOXYBENZENE;(2-chloroethyl)diethylaminemonohydrochloride;1-chloro-2-(diethylamine)ethanehydrochloride;2-chloroethyl-n,n-diethylaminehydrochloride;2-chloro-n,n-diethyl-ethanaminhydrochloride;2-Chlorotriethylaminehydrochl;2-chloro-triethylaminhydrochloride
    3. CAS NO:869-24-9
    4. Molecular Formula: C6H14ClN*ClH
    5. Molecular Weight: 172.1
    6. EINECS: 210-673-4
    7. Product Categories: Aliphatics;Miscellaneous Reagents
    8. Mol File: 869-24-9.mol
    9. Article Data: 12
  • Chemical Properties

    1. Melting Point: 50-53 °C(lit.)
    2. Boiling Point: 255 °C(lit.)
    3. Flash Point: 186 °F
    4. Appearance: White to slightly beige/Crystalline Powder
    5. Density: 1.1919 (rough estimate)
    6. Vapor Pressure: 20.3mmHg at 25°C
    7. Refractive Index: 1.6000 (estimate)
    8. Storage Temp.: Poison room
    9. Solubility: methanol: 0.1 g/mL, clear, colorless
    10. Water Solubility: 2000 g/L (20 ºC)
    11. Sensitive: Moisture Sensitive
    12. BRN: 3591991
    13. CAS DataBase Reference: 2-Diethylaminoethylchloride hydrochloride(CAS DataBase Reference)
    14. NIST Chemistry Reference: 2-Diethylaminoethylchloride hydrochloride(869-24-9)
    15. EPA Substance Registry System: 2-Diethylaminoethylchloride hydrochloride(869-24-9)
  • Safety Data

    1. Hazard Codes: Xn,T,Xi,T+
    2. Statements: 22-36/37/38-26-24/25-23/24/25
    3. Safety Statements: 26-36-45-36/37/39-28A
    4. RIDADR: UN 2811 6.1/PG 2
    5. WGK Germany: 3
    6. RTECS: DC2810000
    7. TSCA: Yes
    8. HazardClass: 6.1
    9. PackingGroup: II
    10. Hazardous Substances Data: 869-24-9(Hazardous Substances Data)

869-24-9 Usage

Uses

Used in Pharmaceutical Industry:
2-Diethylaminoethylchloride hydrochloride is used as an intermediate for the syntheses of pharmaceuticals such as amiodarone, butetamate citrate, flurazepam, and naftidrofuryl. It plays a crucial role in the production of these medications, contributing to their therapeutic effects.
Used in Organic Chemistry:
2-Diethylaminoethylchloride hydrochloride can be used as an alkylating reagent for the synthesis of various chemical compounds, including:
Substituted oxindole derivatives, which are used as growth hormone secretagogues.
1-Substituted-5,6-dinitrobenzimidazoles, which possess antimicrobial and antiprotozoal activities.
Thiophene-containing triarylmethane (TRAM) derivatives, which are used as antitubercular agents.
Used in Polymer Chemistry:
2-Diethylaminoethylchloride hydrochloride is used in combination with CuBr as a catalyst (Et6TREN/CuBr) for atom transfer radical polymerization of n-butyl acrylate, a process that enables the synthesis of polymers with controlled molecular weight and architecture.
Used in Chitosan Modification:
It can also be used for the derivatization of chitosan to incorporate amino functionality onto its C-6 position, enhancing the properties and applications of chitosan in various fields, such as drug delivery, tissue engineering, and water treatment.

Purification Methods

Crystallise the salt from absolute MeOH (to remove highly coloured impurities). [Beilstein 4 III 240.]

Check Digit Verification of cas no

The CAS Registry Mumber 869-24-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,6 and 9 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 869-24:
(5*8)+(4*6)+(3*9)+(2*2)+(1*4)=99
99 % 10 = 9
So 869-24-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H14ClN/c1-3-8(4-2)6-5-7/h3-6H2,1-2H3/p+1

869-24-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (A15107)  2-(Diethylamino)ethyl chloride hydrochloride, 98+%   

  • 869-24-9

  • 100g

  • 186.0CNY

  • Detail
  • Alfa Aesar

  • (A15107)  2-(Diethylamino)ethyl chloride hydrochloride, 98+%   

  • 869-24-9

  • 500g

  • 426.0CNY

  • Detail
  • Alfa Aesar

  • (A15107)  2-(Diethylamino)ethyl chloride hydrochloride, 98+%   

  • 869-24-9

  • 2500g

  • 1754.0CNY

  • Detail
  • USP

  • (1027380)  AmiodaroneRelatedCompoundH  United States Pharmacopeia (USP) Reference Standard

  • 869-24-9

  • 1027380-20MG

  • 14,500.98CNY

  • Detail

869-24-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Diethylaminoethylchloride Hydrochloride

1.2 Other means of identification

Product number -
Other names Ethanamine, 2-chloro-N,N-diethyl-, hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:869-24-9 SDS

869-24-9Synthetic route

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

Conditions
ConditionsYield
Stage #1: 2-(Diethylamino)ethanol With thionyl chloride In dichloromethane at -10 - 35℃; for 2.5h;
Stage #2: With hydrogenchloride
98.08%
With thionyl chloride; chloroform at -5℃;
With thionyl chloride In chloroform
diethylamine
109-89-7

diethylamine

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

Conditions
ConditionsYield
Stage #1: diethylamine; 2-chloro-ethanol for 4h; Reflux;
Stage #2: With thionyl chloride In tetrachloromethane at 20℃; for 4h;
46.6%
Stage #1: diethylamine; 2-chloro-ethanol In toluene for 2h; Reflux;
Stage #2: With thionyl chloride In toluene at 20℃; for 4h; Cooling with ice;
3.3 g
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

diethylamine
109-89-7

diethylamine

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

Conditions
ConditionsYield
at 70℃; for 2h;44.7%
1,1,4,4-tetraethyl-piperazinediium; dichloride
5449-19-4

1,1,4,4-tetraethyl-piperazinediium; dichloride

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 33℃; Equilibrium constant; Decomposition;
5-hydroxymethyl-6-methylazepino[4,5-b]indole

5-hydroxymethyl-6-methylazepino[4,5-b]indole

A

1,2,3,4,5,6-hexahydro-3-diethylaminoethyl-5-hydroxymethyl-6-methylazepino[4,5-b]indole

1,2,3,4,5,6-hexahydro-3-diethylaminoethyl-5-hydroxymethyl-6-methylazepino[4,5-b]indole

B

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

trans-N-[4-(2-Diethylamino-ethoxy)-cyclohexyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide

trans-N-[4-(2-Diethylamino-ethoxy)-cyclohexyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide

A

trans-N-(4-hydroxy-cyclohexyl)-N-methyl-4-trifluoro-methyl-benzenesulfonamide

trans-N-(4-hydroxy-cyclohexyl)-N-methyl-4-trifluoro-methyl-benzenesulfonamide

B

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

3-methyl-1,8-dihydrocycloheptapyrazol-8-one
72030-42-3

3-methyl-1,8-dihydrocycloheptapyrazol-8-one

1-<2-(diethylamino)ethyl>-3-methyl-1,8-dihydrocycloheptapyrazol-8-one
136052-98-7

1-<2-(diethylamino)ethyl>-3-methyl-1,8-dihydrocycloheptapyrazol-8-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Heating;100%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

methyl 4-butyloxy-3-hydroxybenzoate
849029-93-2

methyl 4-butyloxy-3-hydroxybenzoate

methyl 4-butoxy-3-(2-diethylaminoethoxy)benzoate hydrochloride

methyl 4-butoxy-3-(2-diethylaminoethoxy)benzoate hydrochloride

Conditions
ConditionsYield
With potassium carbonate In acetone for 16h; Heating;100%
2-oxo-7-(trifluoromethyl)-1-[3-(trifluoromethyl)benzyl]-2,3-dihydro-1H-benzimidazole-5-carbonitrile

2-oxo-7-(trifluoromethyl)-1-[3-(trifluoromethyl)benzyl]-2,3-dihydro-1H-benzimidazole-5-carbonitrile

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

3-[2-(diethylamino)ethyl]-2-oxo-7-(trifluoromethyl)-1-[3-(trifluoromethyl)benzyl]-2,3-dihydro-1H-benzimidazole-5-carbonitrile

3-[2-(diethylamino)ethyl]-2-oxo-7-(trifluoromethyl)-1-[3-(trifluoromethyl)benzyl]-2,3-dihydro-1H-benzimidazole-5-carbonitrile

Conditions
ConditionsYield
Stage #1: 2-oxo-7-(trifluoromethyl)-1-[3-(trifluoromethyl)benzyl]-2,3-dihydro-1H-benzimidazole-5-carbonitrile With sodium hydride In DMF (N,N-dimethyl-formamide) at 20℃; for 0.166667h;
Stage #2: 2-chloro-N,N-diethylethylamine hydrochloride With triethylamine In DMF (N,N-dimethyl-formamide) at 70℃; for 1.5h;
100%
1,2-dihydrocyclopenta[e]thieno[2,3-b]indol-3(6H)-one

1,2-dihydrocyclopenta[e]thieno[2,3-b]indol-3(6H)-one

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

6-(2-(diethylamino)ethyl)-1,2-dihydrocyclopenta[e]thieno[2,3-b]indol-3(6H)-one

6-(2-(diethylamino)ethyl)-1,2-dihydrocyclopenta[e]thieno[2,3-b]indol-3(6H)-one

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;100%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

2-Chloro-4-triphenylvinyl-phenol
76119-73-8

2-Chloro-4-triphenylvinyl-phenol

[2-(2-Chloro-4-triphenylvinyl-phenoxy)-ethyl]-diethyl-amine
76119-81-8

[2-(2-Chloro-4-triphenylvinyl-phenoxy)-ethyl]-diethyl-amine

Conditions
ConditionsYield
With potassium carbonate In acetone for 72h; Heating;99.3%
1,3-bis(tetrahydro-2-furyl)propane-2-carboxylic acid
115026-00-1

1,3-bis(tetrahydro-2-furyl)propane-2-carboxylic acid

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

2-diethylaminoethyl 1,3-bis(tetrahydro-2-furyl)propane-2-carboxylate
115026-01-2

2-diethylaminoethyl 1,3-bis(tetrahydro-2-furyl)propane-2-carboxylate

Conditions
ConditionsYield
With potassium carbonate In isopropyl alcohol for 20h; Heating;99%
2-[(4-methoxyphenyl)-(2,3,6-trimethoxyphenanthren-9-yl)methyl]phenol
876053-93-9

2-[(4-methoxyphenyl)-(2,3,6-trimethoxyphenanthren-9-yl)methyl]phenol

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

diethyl-(2-{2-[(4-methoxy-phenyl)-(2,3,6-trimethoxy-phenanthren-9-yl)-methyl]-phenoxy}-ethyl)-amine

diethyl-(2-{2-[(4-methoxy-phenyl)-(2,3,6-trimethoxy-phenanthren-9-yl)-methyl]-phenoxy}-ethyl)-amine

Conditions
ConditionsYield
With potassium carbonate In acetone for 7h; Heating;99%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

(2S,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique
25379-26-4, 115025-92-8, 115025-93-9, 139240-20-3, 139240-21-4, 139240-23-6, 139240-22-5

(2S,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique

(2S,2'R)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate
31329-57-4, 47583-18-6, 86258-34-6, 86258-35-7, 139240-16-7, 139240-17-8, 139240-18-9, 139240-19-0

(2S,2'R)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate

Conditions
ConditionsYield
Stage #1: 2-chloro-N,N-diethylethylamine hydrochloride; (2S,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique With potassium carbonate In water; toluene at 20℃; for 0.5h;
Stage #2: With benzyltrimethylammonium chloride In water; toluene at 90℃;
99%
9-(4-hydroxyphenethyl)-1,3-dipropyl-6,7,8,9-tetrahydropyrimido[2,1-f]purine-2,4(1H,3H)-dione

9-(4-hydroxyphenethyl)-1,3-dipropyl-6,7,8,9-tetrahydropyrimido[2,1-f]purine-2,4(1H,3H)-dione

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

9-(4-(2-(diethylamino)ethoxy)phenylethyl)-1,3-dipropyl-6,7,8,9-tetrahydropyrimido[2,1-f]purine-2,4(1H,3H)-dione

9-(4-(2-(diethylamino)ethoxy)phenylethyl)-1,3-dipropyl-6,7,8,9-tetrahydropyrimido[2,1-f]purine-2,4(1H,3H)-dione

Conditions
ConditionsYield
With potassium carbonate In butanone for 11h; Reflux;99%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

1-(4'-hydroxyphenyl)-1,2,2-triphenylethylene
76115-06-5

1-(4'-hydroxyphenyl)-1,2,2-triphenylethylene

1-<4'-(β-diethylaminoethoxy)phenyl>-1,2,2-triphenylethylene
76119-78-3

1-<4'-(β-diethylaminoethoxy)phenyl>-1,2,2-triphenylethylene

Conditions
ConditionsYield
With potassium carbonate In acetone for 72h; Heating;98.4%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

combrestatin A4
117048-62-1, 117048-59-6

combrestatin A4

3'-O-[2''-(N,N-diethylamino)ethyl]-combretastatin A-4

3'-O-[2''-(N,N-diethylamino)ethyl]-combretastatin A-4

Conditions
ConditionsYield
Stage #1: combrestatin A4 With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: 2-chloro-N,N-diethylethylamine hydrochloride In N,N-dimethyl-formamide at 90℃; for 12h;
98%
ethyl 2-(benzylamino)acetate
6436-90-4

ethyl 2-(benzylamino)acetate

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

N-(diethylaminoethyl)-N-benzylglycine ethylester
572880-47-8

N-(diethylaminoethyl)-N-benzylglycine ethylester

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol; water at 20℃; for 19h;98%
1-(4-hydroxyphenyl)-butan-1-one
1009-11-6

1-(4-hydroxyphenyl)-butan-1-one

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

1-[4-(2-diethylamino-ethoxy)-phenyl]-butan-1-one
93145-63-2

1-[4-(2-diethylamino-ethoxy)-phenyl]-butan-1-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 48h; Reflux;98%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

(2R,2'S)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique
25379-26-4, 115025-92-8, 115025-93-9, 139240-21-4, 139240-22-5, 139240-23-6, 139240-20-3

(2R,2'S)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique

(2R,2'S)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate
31329-57-4, 47583-18-6, 86258-34-6, 86258-35-7, 139240-16-7, 139240-17-8, 139240-18-9, 139240-19-0

(2R,2'S)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate

Conditions
ConditionsYield
Stage #1: 2-chloro-N,N-diethylethylamine hydrochloride; (2R,2'S)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique With potassium carbonate In water; toluene at 20℃; for 0.5h;
Stage #2: With benzyltrimethylammonium chloride In water; toluene at 90℃;
98%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

4-(phenylmethyl-d2)phenol

4-(phenylmethyl-d2)phenol

N,N-diethyl-2-(4-(phenylmethyl-d2)phenoxy)ethan-1-amine

N,N-diethyl-2-(4-(phenylmethyl-d2)phenoxy)ethan-1-amine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 80℃;98%
Stage #1: 4-(phenylmethyl-d2)phenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 2-chloro-N,N-diethylethylamine hydrochloride In N,N-dimethyl-formamide; mineral oil at 80℃; for 12h; Inert atmosphere;
92%
5,6,7,8-Tetrahydro-2-naphthol
1125-78-6

5,6,7,8-Tetrahydro-2-naphthol

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

6-<2-(N,N-diethylamino)ethoxy>-1,2,3,4-tetrahydronaphthalene
1025874-58-1

6-<2-(N,N-diethylamino)ethoxy>-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With potassium hydroxide In water97%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

4-Hydroxybenzophenone
1137-42-4

4-Hydroxybenzophenone

4-[2-(N,N-diethylamino)ethoxy]benzophenone
796-77-0

4-[2-(N,N-diethylamino)ethoxy]benzophenone

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Heating;97%
With tetrabutylammomium bromide In acetone at 30 - 40℃; for 4.16667h;8.32 g
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

(2R,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique
25379-26-4, 115025-92-8, 115025-93-9, 139240-20-3, 139240-22-5, 139240-23-6, 139240-21-4

(2R,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique

(2R,2'R)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate
31329-57-4, 47583-18-6, 86258-34-6, 86258-35-7, 139240-16-7, 139240-17-8, 139240-18-9, 139240-19-0

(2R,2'R)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate

Conditions
ConditionsYield
Stage #1: 2-chloro-N,N-diethylethylamine hydrochloride; (2R,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique With potassium carbonate In water; toluene at 20℃; for 0.5h;
Stage #2: With benzyltrimethylammonium chloride In water; toluene at 90℃;
97%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

(2S,2'S)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique
25379-26-4, 115025-92-8, 115025-93-9, 139240-20-3, 139240-21-4, 139240-22-5, 139240-23-6

(2S,2'S)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique

(2S,2'S)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate
31329-57-4, 47583-18-6, 86258-34-6, 86258-35-7, 139240-16-7, 139240-17-8, 139240-18-9, 139240-19-0

(2S,2'S)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate

Conditions
ConditionsYield
Stage #1: 2-chloro-N,N-diethylethylamine hydrochloride; (2S,2'S)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique With potassium carbonate In water; toluene at 20℃; for 0.5h;
Stage #2: With benzyltrimethylammonium chloride In water; toluene at 90℃;
97%
(E)-3-(3,4-bis(methoxymethoxy)phenyl)-1-(4-hydroxyphen-yl)prop-2-en-1-one

(E)-3-(3,4-bis(methoxymethoxy)phenyl)-1-(4-hydroxyphen-yl)prop-2-en-1-one

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

(E)-3-(3,4-bis(methoxymethoxy)phenyl)-1-(4-(2-(diethylamino)ethoxy)phenyl)prop-2-en-1-one

(E)-3-(3,4-bis(methoxymethoxy)phenyl)-1-(4-(2-(diethylamino)ethoxy)phenyl)prop-2-en-1-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 8h;97%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

1-(4-Hydroxy-phenyl)-2,2-diphenyl-propan-1-one
74646-90-5

1-(4-Hydroxy-phenyl)-2,2-diphenyl-propan-1-one

1-[4-(2-Diethylamino-ethoxy)-phenyl]-2,2-diphenyl-propan-1-one
74631-84-8

1-[4-(2-Diethylamino-ethoxy)-phenyl]-2,2-diphenyl-propan-1-one

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;96.7%
6-nitro-3,4-dihydro-1H-quinolin-2-one
22246-16-8

6-nitro-3,4-dihydro-1H-quinolin-2-one

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

1-(2-(diethylamino)ethyl)-6-nitro-3,4-dihydroquinolin-2(1H)-one
1063406-00-7

1-(2-(diethylamino)ethyl)-6-nitro-3,4-dihydroquinolin-2(1H)-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 25℃; Inert atmosphere;96.5%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h; Product distribution / selectivity;78%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

2-azido-N,N-diethylethan-1-amine
364589-22-0

2-azido-N,N-diethylethan-1-amine

Conditions
ConditionsYield
With sodium azide In water at 80℃;96.48%
With sodium azide In water at 80℃;90%
With sodium azide In water at 80℃; for 24h;73%
4-Iodophenol
540-38-5

4-Iodophenol

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

4-<2-(diethylamino)ethoxy>iodobenzene
81233-91-2

4-<2-(diethylamino)ethoxy>iodobenzene

Conditions
ConditionsYield
With potassium carbonate In water; acetone at 50℃; for 6h;96%
With sodium ethanolate In ethanol for 16h; Heating;61%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

1-(4-Hydroxy-phenyl)-2-methyl-3-phenyl-butan-1-one
74631-73-5

1-(4-Hydroxy-phenyl)-2-methyl-3-phenyl-butan-1-one

1-[4-(2-Diethylamino-ethoxy)-phenyl]-2-methyl-3-phenyl-butan-1-one
74631-82-6

1-[4-(2-Diethylamino-ethoxy)-phenyl]-2-methyl-3-phenyl-butan-1-one

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;96%
9-methyl-2,9-dihydro-[1,2,4]triazino[6,5-b]indole-3-thione
51972-82-8

9-methyl-2,9-dihydro-[1,2,4]triazino[6,5-b]indole-3-thione

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

3-(2-diethylaminoethylthio)-5-methyl-1,2,4-triazino[6,5-b]indole hydrochloride

3-(2-diethylaminoethylthio)-5-methyl-1,2,4-triazino[6,5-b]indole hydrochloride

Conditions
ConditionsYield
With sodium hydroxide at 20℃; for 20h; Alkylation; aminoalkylation;96%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

indole-2,3-dione
91-56-5

indole-2,3-dione

1-[2-(diethylamino)ethyl]-1H-indole-2,3-dione
106110-61-6

1-[2-(diethylamino)ethyl]-1H-indole-2,3-dione

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;96%
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide
Stage #2: 2-chloro-N,N-diethylethylamine hydrochloride In N,N-dimethyl-formamide at 60℃; Further stages.;
64%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

(+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxy-3,5-diiodophenyl)methanone
516509-33-4

(+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxy-3,5-diiodophenyl)methanone

(+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]{4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl}methanone
516509-86-7

(+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]{4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl}methanone

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In water; toluene for 5h; Heating;96%
2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

1-(4'-hydroxyphenyl)-2-phenyl-n-butane-1-one
6966-21-8

1-(4'-hydroxyphenyl)-2-phenyl-n-butane-1-one

1-[4-(2-diethylamino-ethoxy)-phenyl]-2-phenyl-butan-1-one
74631-77-9

1-[4-(2-diethylamino-ethoxy)-phenyl]-2-phenyl-butan-1-one

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;95.2%

869-24-9Relevant articles and documents

Preparation method for high-yield N, N-diethylethylenediamine

-

Paragraph 0019, (2018/12/14)

The invention discloses a preparation method for high-yield N, N-diethylethylenediamine. The method comprises the following steps that 2-diethylaminoethylchloride hydrochloride and benzyl carbamate are added into a sodium hydroxide solution, a palladium-carbon catalyst is added, heating is carried out so as to reach 55-65 DEG C for reaction for 4-7 hours under a sealed condition, alkali is added into reaction liquid for cooling and alkali precipitation, lower-layer alkali liquor and the palladium-carbon catalyst are separated, an organic layer is subjected to rectification treatment, and a fraction of 142-148 DEG C is collected so as to obtain the N,N-diethylethylenediamine. The method has the advantages that the reaction conditions are mild, no harmful gas is adopted or generated in the reaction process, and meanwhile, the yield of the N,N-diethylethylenediamine is high.

Preparation method of N,N-diethylenediamine

-

Paragraph 0005; 0031-0033, (2018/08/04)

The invention belongs to the technical field of chemical synthesis and relates to a preparation method of N,N-diethylenediamine. The preparation method of the N,N-diethylenediamine comprises the following steps: (1) preparing 2-diethylamine-based chloroethane hydrochloride: performing heat-preserving reaction on a chlorinating agent and diethylamine ethanol in a reaction solvent, concentrating a reaction solvent after the heat-preserving reaction, adding low molecular alcohol or ester after concentrating, performing recrystallization to obtain a 2-2-diethylamine-based chloroethane hydrochloride wet product and drying to obtain a 2-diethylamine-based chloroethane hydrochloride dry product; (2) preparing the N,N-diethylenediamine: performing heat-preserving and pressure-maintaining reactionon the 2-diethylamine-based chloroethane hydrochloride and excessive liquid ammonia for more than or equal to 4 hours under the conditions that the pressure is 0 to 10 MPa and the temperature is 10 to100 DEG C, recycling the residual ammonia gas after the reaction, adding alkali into the reaction liquid, performing cooling alkali analysis, separating out the lower layer of alkaline liquid, rectifying an organic layer and collecting the fraction with the temperature of 143 to 148 DEG C, to obtain the N,N-diethylenediamine. The N,N-diethylenediamine prepared according to the method provided bythe invention has the advantages of high yield, high content, simplicity in operation, low raw material cost and the like.

Coumadin female phenol split-ring analogue and its medical use

-

Paragraph 0045-0047, (2017/10/06)

The invention relates to the field of pharmaceutical chemistry, in particular to a coumestrol open-ring analogue with structures as shown in general formulae I and II and a medical application thereof, especially an application to the preparation of drugs as angiogenesis inhibition and vascular disruption agents.

Side chain impacts on pH- and thermo-responsiveness of tertiary amine functionalized polypeptides

Xiao, Chunsheng,Cheng, Yilong,Zhang, Yu,Ding, Jianxun,He, Chaoliang,Zhuang, Xiuli,Chen, Xuesi

, p. 671 - 679 (2014/02/14)

The systemic investigation of the structural impacts of side chains on the pH- and thermo-responsiveness of tertiary amine functionalized poly(l-glutamate)s (TA-PGs) was carried out. The TA-PGs polymers were effectively synthesized by Cu(I)-catalyzed azide-alkyne cycloaddition click reaction of azido tertiary amines with poly(γ-propargyl-l-glutamate) (PPLG). Turbimetric measurements were performed to characterize the pH- and temperature-induced phase transition of TA-PGs in aqueous solution, which suggested a structural dependence of the properties on the N-substituted groups and the "linkers" between 1,2,3-triazole ring and the tertiary amine groups in the side chains. In detail, the pH responsive properties of TA-PGs were basically determined by the hydrophobicity of the N-substituted groups in the side chains and the pH transition point (pHt) decreased as the increasing hydrophobicity of the N-substituted groups, while the temperature-responsiveness of TA-PGs were affected by either the N-substituted groups or the "linkers." TA-PGs with a moderate N-substituted amine group (e.g., DEA, PR, and PD) or a branched "linker" (e.g., iso-propylene and 2-methylpropylene group) were more likely to express the LCST-type phase transition tuned by pH variation. These structure-property relationships revealed in this study would help to develop the applications of TA-PGs in smart drug delivery systems. Copyright

INDENOISOQUINOLINONE DERIVATIVES, MANUFACTURING METHOD AND MEDICAL USE THEREOF

-

Paragraph 0060; 0061, (2013/04/13)

Indenoisoquinolinone derivatives (I), the manufacturing method and the medical use thereof, which belong to pharmaceutical chemistry and organic chemistry field, are disclosed. These compounds can be used for treating several medical symptoms related to postmenopausal syndrome, uterine fibers deterioration and aortic smooth muscle cells proliferation, especially ER-(+) depend breast cancer. Meanwhile, these compounds can also be used for treating glioma and lung cancer, and have inhibiting effect on tumor metastasis effect on tumor metastasis.

Aβ Aggregation inhibitors. Part 1: Synthesis and biological activity of phenylazo benzenesulfonamides

Lin, Shwu-Jiuan,Shiao, Young-Ji,Chi, Chih-Wen,Yang, Li-Ming

, p. 1173 - 1176 (2007/10/03)

Phenylazo benzenesulfonamides were designed and synthesized as β-amyloid (Aβ40) fibril assembly inhibitors, and evaluated for inhibition of Aβ40 aggregation and neurotoxicity using rat cortical neurons. Compound 2 (LB-152) was the most potent compound in this study, and the para-NMe2 group on the end of the phenylazo moiety may play an important role in preventing Aβ40 fibril formation. LB-152 provides a new lead for further development of potential β-amyloid aggregation inhibitors to treat AD.

2,3-oxidosqualene-lanosterol cyclase inhibitors

-

, (2008/06/13)

The present invention relates to aminocyclohexanol derivatives useful for the treatment and/or prophylaxis of diseases which are associated with 2,3-oxidosqualene-lanosterol cyclase such as hypercholesterolemia, hyperlipemia, arteriosclerosis, vascular diseases, mycoses, gallstones, tumors and/or hyperproliferative disorders, and treatment and/or prophylaxis of impaired glucose tolerance and diabetes.

Heterocyclic substituted 2-methyl-benzimidazole antiviral agents

-

, (2008/06/13)

The present invention concerns antiviral compounds, their methods of preparation and their compositions, and use in the treatment of viral infections. More particularly, the invention provides heterocyclic substituted 2-methylbenzimidazole derivatives for the treatment of respiratory syncytial virus infection.

Characteristics of immobilized β-galactosidase from Cicer Arietinum

Li, Xuyuan,Meng, Yanfa,Zhao, Kehao,Tu, Weixia

, p. 383 - 393 (2007/10/03)

Sephadex G-100 modified with chloracetic acid and CEAH was prepared into cationic and anionic carriers and activated by CNBr. β-Galactosidase I (β-D-galactoside galactohydrolase EC 3.2.1.23) isolated and partially purified from gram chicken bean was immobilized on modified Sephadex G-100 by means of adsorption and crosslinking reaction. Both the anionic and cationic gel carriers have high protein binding capacity and high yield of enzyme activity. Kinetic results showed that the enzyme activity attained its maximum at 57 °C for cationic carriers and 52 °C for anionic carriers. In addition, the operational pH range of the immobilized enzyme was increased. Storage stability of the immobilized enzyme preparations at room temperature was better than that of soluble enzyme. Results of the repeated batch experiments suggested that immobilized enzymes could be reused.

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