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660-68-4

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660-68-4 Usage

Chemical Properties

white to off-white crystals or crystalline powder

Uses

Diethylamine hydrochloride acts as a precursor of atrazine and lysergic acid diethylamide. It is also used as a reactant in the production of dyes and pharmaceutical compounds such as ranitidine. Further, it is used in Mannich reaction with paraformaldehyde. In addition to this, it is employed in the synthesis of diethylaminoethyl (DEAE) cottons by reacting with cotton cellulose in the presence of sodium hydroxide.

Flammability and Explosibility

Notclassified

Purification Methods

Crystallise salt from absolute EtOH. Also crystallise it from dichloroethane/MeOH. Hygroscopic. [Beilstein 4 III 113.]

Check Digit Verification of cas no

The CAS Registry Mumber 660-68-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,6 and 0 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 660-68:
(5*6)+(4*6)+(3*0)+(2*6)+(1*8)=74
74 % 10 = 4
So 660-68-4 is a valid CAS Registry Number.
InChI:InChI=1/C4H11N.ClH/c1-3-5-4-2;/h5H,3-4H2,1-2H3;1H

660-68-4 Well-known Company Product Price

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

  • (A13637)  Diethylamine hydrochloride, 99%   

  • 660-68-4

  • 250g

  • 123.0CNY

  • Detail
  • Alfa Aesar

  • (A13637)  Diethylamine hydrochloride, 99%   

  • 660-68-4

  • 1000g

  • 421.0CNY

  • Detail
  • Alfa Aesar

  • (A13637)  Diethylamine hydrochloride, 99%   

  • 660-68-4

  • 5000g

  • 1592.0CNY

  • Detail
  • Aldrich

  • (127744)  Diethylaminehydrochloride  ReagentPlus®, 99%

  • 660-68-4

  • 127744-100G

  • 250.38CNY

  • Detail
  • Aldrich

  • (127744)  Diethylaminehydrochloride  ReagentPlus®, 99%

  • 660-68-4

  • 127744-500G

  • 717.21CNY

  • Detail
  • Aldrich

  • (127744)  Diethylaminehydrochloride  ReagentPlus®, 99%

  • 660-68-4

  • 127744-2.5KG

  • 2,446.47CNY

  • Detail
  • Vetec

  • (V900741)  Diethylaminehydrochloride  Vetec reagent grade, 98%

  • 660-68-4

  • V900741-500G

  • 146.25CNY

  • Detail

660-68-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Diethylamine Hydrochloride

1.2 Other means of identification

Product number -
Other names Ethanamine, N-ethyl-, 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:660-68-4 SDS

660-68-4Synthetic route

diethylamine
109-89-7

diethylamine

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
With hydroxylamine hydrochloride In ethanol for 2h; Reflux;100%
With methanol; acetyl chloride In diethyl ether at 0℃; for 1h; Inert atmosphere;93%
N-hydroxy-4-methylbenzenecarboximidoyl chloride
36288-37-6

N-hydroxy-4-methylbenzenecarboximidoyl chloride

diethylamine
109-89-7

diethylamine

A

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

B

N,N-Diethyl-N'-hydroxy-4-methyl-benzamidine
188118-36-7

N,N-Diethyl-N'-hydroxy-4-methyl-benzamidine

Conditions
ConditionsYield
In diethyl ether for 48h; Ambient temperature;A n/a
B 99%
diethylamine
109-89-7

diethylamine

4-nitrobenzohydroximoyl chloride
1011-84-3

4-nitrobenzohydroximoyl chloride

A

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

B

N,N-Diethyl-N'-hydroxy-4-nitro-benzamidine
188118-39-0

N,N-Diethyl-N'-hydroxy-4-nitro-benzamidine

Conditions
ConditionsYield
In diethyl ether for 48h; Ambient temperature;A n/a
B 99%
2-(diethylamino)-1-(4-hydroxyphenyl)ethanone hydrochloride

2-(diethylamino)-1-(4-hydroxyphenyl)ethanone hydrochloride

A

4-hydroxyphenylacetate
156-38-7

4-hydroxyphenylacetate

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
In aq. buffer pH=4 - 7.4; pH-value; Irradiation;A 99%
B 99%
bis(diethylamino)-(-)-menthylphosphine(pentacarbonyl)molybdenum(0)

bis(diethylamino)-(-)-menthylphosphine(pentacarbonyl)molybdenum(0)

A

chlorodiethylamino-(-)-menthylphosphine(pentacarbonyl)molybdenum(0)

chlorodiethylamino-(-)-menthylphosphine(pentacarbonyl)molybdenum(0)

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In pentane Under stirring a strong stream of hydrogenhalogenide is bubbled for 20 min through the soln. of phosphine complex at room temp.(inert atmosphere).; Solvent is evapd. at room temp. in vac., residue is digested with pentane, dialkylamminhydrohalogenide is filtered off, filtrate is dried to dryness in vac., chromy., elem. anal.;A 98%
B n/a
bis(diethylamino)-(-)-menthylphosphine(pentacarbonyl)tungsten(0)

bis(diethylamino)-(-)-menthylphosphine(pentacarbonyl)tungsten(0)

A

chlorodiethylamino-(-)-menthylphosphine(pentacarbonyl)tungsten(0)

chlorodiethylamino-(-)-menthylphosphine(pentacarbonyl)tungsten(0)

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In pentane Under stirring a strong stream of hydrogenhalogenide is bubbled for 3-10 min through the cooled (-50-0°C) soln. of phosphine complex (inert atmosphere).; Solvent is evapd. at room temp. in vac., residue is digested with pentane, dialkylamminhydrohalogenide is filtered off, filtrate is dried to dryness in vac., recrystn. from pentane (-78°C), not purely isolated.;A 96%
B n/a
bis(diethylamino)phenylphosphine(pentacarbonyl)molybdenum(0)
84534-89-4

bis(diethylamino)phenylphosphine(pentacarbonyl)molybdenum(0)

A

chlorodiethylaminophenylphosphine(pentacarbonyl)molybdenum(0)
126289-60-9

chlorodiethylaminophenylphosphine(pentacarbonyl)molybdenum(0)

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In benzene Under stirring a strong stream of hydrogenhalogenide is bubbled for 10 min through the cooled (0°C) soln. of phosphine complex (inert atmosphere).; Solvent is evapd. at room temp. in vac., residue is digested with pentane, dialkylamminhydrohalogenide is filtered off, filtrate is dried to dryness in vac., recrystn. from pentane (-78°C), elem. anal.;A 95%
B n/a
bis(diethylamino)phenylphosphine(pentacarbonyl)tungsten(0)
126306-20-5

bis(diethylamino)phenylphosphine(pentacarbonyl)tungsten(0)

A

chlorodiethylaminophenylphosphine(pentacarbonyl)tungsten(0)
126289-63-2

chlorodiethylaminophenylphosphine(pentacarbonyl)tungsten(0)

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In pentane Under stirring a strong stream of hydrogenhalogenide is bubbled for 3-10 min through the cooled (-50-0°C) soln. of phosphine complex (inert atmosphere).; Solvent is evapd. at room temp. in vac., residue is digested with pentane, dialkylamminhydrohalogenide is filtered off, filtrate is dried to dryness in vac., recrystn. from pentane (-78°C), not purely isolated.;A 93%
B n/a
trichlorotris(tetrahydrofuran)molybdenum(III)
31355-55-2, 39210-30-5

trichlorotris(tetrahydrofuran)molybdenum(III)

trimethylsilylazide
4648-54-8

trimethylsilylazide

diethylammonium O,O-dimethyl phosphorodithioate
76276-42-1

diethylammonium O,O-dimethyl phosphorodithioate

[MoN(S2P(OCH3)2)2]4
82621-45-2

[MoN(S2P(OCH3)2)2]4

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
In tetrahydrofuran byproducts: (CH3)3SiCl; (N2); mixt. of complex/(CH3)3SiN3/THF warmed at 45-50°C for 1 h,evapd., (C2H5)2NH2(S2P(OCH3)2) and THF added, stirred for 3 h; concd., filtered, filtrate treated with MeOH, concd., MeOH added, ppt. filtered, washed with MeOH, dried, recrystd. (MeOH/THF); elem. anal.;A 61%
B 93%
4-phenylpiperidine
771-99-3

4-phenylpiperidine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

A

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

B

tert-butyl 4-phenylpiperidine-1-carboxylate
123387-49-5

tert-butyl 4-phenylpiperidine-1-carboxylate

Conditions
ConditionsYield
With diethylamine In 1,2-dichloro-ethane at 20℃;A n/a
B 90.6%
bis(diethylamino)-t-butylphosphine(pentacarbonyl)tungsten(0)
126306-21-6

bis(diethylamino)-t-butylphosphine(pentacarbonyl)tungsten(0)

A

chlorodiethylamino-t-butylphosphine(pentacarbonyl)tungsten(0)
126289-65-4

chlorodiethylamino-t-butylphosphine(pentacarbonyl)tungsten(0)

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In pentane Under stirring a strong stream of hydrogenhalogenide is bubbled for 3-10 min through the cooled (-50-0°C) soln. of phosphine complex (inert atmosphere).; Solvent is evapd. at room temp. in vac., residue is digested with pentane, dialkylamminhydrohalogenide is filtered off, filtrate is dried to dryness in vac., recrystn. from pentane (-78°C), not purely isolated.;A 87%
B n/a
bis(diethylamino)-t-butylphosphine(pentacarbonyl)molybdenum(0)
126306-22-7

bis(diethylamino)-t-butylphosphine(pentacarbonyl)molybdenum(0)

A

chlorodiethylamino-t-butylphosphine(pentacarbonyl)molybdenum(0)
126289-62-1

chlorodiethylamino-t-butylphosphine(pentacarbonyl)molybdenum(0)

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In pentane Under stirring a strong stream of hydrogenhalogenide is bubbled for 20 min through the soln. of phosphine complex at room temp.(inert atmosphere).; Solvent is evapd. at room temp. in vac., residue is digested with pentane, dialkylamminhydrohalogenide is filtered off, filtrate is dried to dryness in vac., chromy., elem. anal.;A 85%
B n/a
[H(C5H5)Mo(CO)2(P(OC(CH3)2CH2)2NH)](1+)*Cl(1-)=[H(C5H5)Mo(CO)2(P(OC(CH3)2CH2)2NH)]Cl
97548-95-3, 93304-25-7

[H(C5H5)Mo(CO)2(P(OC(CH3)2CH2)2NH)](1+)*Cl(1-)=[H(C5H5)Mo(CO)2(P(OC(CH3)2CH2)2NH)]Cl

diethylamine
109-89-7

diethylamine

A

H(C5H5)Mo(CO)2(P(OC(CH3)2CH2)2N)
97466-39-2, 93304-24-6, 97466-40-5

H(C5H5)Mo(CO)2(P(OC(CH3)2CH2)2N)

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
In not given 1 equiv. of Et2NH;A 80%
B 85%
(trifluoromethyl)phosphonous dichloride
421-58-9

(trifluoromethyl)phosphonous dichloride

diethylamine
109-89-7

diethylamine

A

Diethylamino-chlor-trifluormethyl-phosphin
21941-40-2

Diethylamino-chlor-trifluormethyl-phosphin

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
In hexane under Ar; warming up from -40°C to 20°C;A 83%
B n/a
C19H37N3P(1+)*Cl(1-)

C19H37N3P(1+)*Cl(1-)

A

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

B

diethylamidophenyl(N-diethylaminomethyl)phosphinate

diethylamidophenyl(N-diethylaminomethyl)phosphinate

Conditions
ConditionsYield
With water In acetonitrileA n/a
B 81%
bis(diethylamino)-(-)-menthylphosphine(pentacarbonyl)chromium(0)

bis(diethylamino)-(-)-menthylphosphine(pentacarbonyl)chromium(0)

A

chlorodiethylamino-(-)-menthylphosphine(pentacarbonyl)chromium(0)

chlorodiethylamino-(-)-menthylphosphine(pentacarbonyl)chromium(0)

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In pentane Under stirring a strong stream of hydrogenhalogenide is bubbled for 10 min through the cooled (0°C) soln. of phosphine complex (inert atmosphere).; Solvent is evapd. at room temp. in vac., residue is digested with pentane, dialkylamminhydrohalogenide is filtered off, filtrate is dried to dryness in vac., recrystn. from pentane (-78°C), elem. anal.;A 81%
B n/a
bis(diethylamino)phenylphosphine(pentacarbonyl)chromium(0)
105502-26-9

bis(diethylamino)phenylphosphine(pentacarbonyl)chromium(0)

A

chlorodiethylaminophenylphosphine(pentacarbonyl)chromium(0)
126306-25-0

chlorodiethylaminophenylphosphine(pentacarbonyl)chromium(0)

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In pentane Under stirring a strong stream of hydrogenhalogenide is bubbled for 10 min through the cooled (0°C) soln. of phosphine complex (inert atmosphere).; Solvent is evapd. at room temp. in vac., residue is digested with pentane, dialkylamminhydrohalogenide is filtered off, filtrate is dried to dryness in vac., recrystn. from pentane (-78°C), elem. anal.;A 77%
B n/a
(2-vinylphenyl)bis(diethylamino)phosphine
107531-53-3

(2-vinylphenyl)bis(diethylamino)phosphine

A

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

B

(2-vinylphenyl)dichlorophosphine
107531-51-1

(2-vinylphenyl)dichlorophosphine

Conditions
ConditionsYield
With hydrogenchloride In Petroleum ether at -90℃; for 3h;A n/a
B 75%
diethylamine
109-89-7

diethylamine

benzohydroximoyl chloride
698-16-8

benzohydroximoyl chloride

A

N,N-diethylamino benzamidoxime
69305-79-9

N,N-diethylamino benzamidoxime

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
In diethyl ether for 48h; Ambient temperature;A 73%
B n/a
bis(diethylamino)cyclohexylphosphine(pentacarbonyl)chromium(0)
126306-17-0

bis(diethylamino)cyclohexylphosphine(pentacarbonyl)chromium(0)

A

chlorodiethylaminocyclohexylphosphine(pentacarbonyl)chromium(0)
126306-29-4

chlorodiethylaminocyclohexylphosphine(pentacarbonyl)chromium(0)

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In pentane Under stirring a strong stream of hydrogenhalogenide is bubbled for 10 min through the cooled (0°C) soln. of phosphine complex (inert atmosphere).; Solvent is evapd. at room temp. in vac., residue is digested with pentane, dialkylamminhydrohalogenide is filtered off, filtrate is dried to dryness in vac., recrystn. from pentane (-78°C), elem. anal.;A 73%
B n/a
trimethyltin(IV)chloride
1066-45-1

trimethyltin(IV)chloride

diethylamine
109-89-7

diethylamine

phenylacetylene
536-74-3

phenylacetylene

A

1-(trimethylstannyl)-2-phenylethyne
1199-95-7

1-(trimethylstannyl)-2-phenylethyne

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
The reaction mixture is heated to 35-40 °C. A white precipitate is observed to separate almost immediately. Then heating to slight boiling for 2 h, filter the mixture while it is cooling.; The precipitate is washed with small portions of absolue ether. The filtrate is evaporated and vacuum-distilled.;A 71%
B n/a
N,N-diethyl-N'-p-tolyl-thiourea
2742-65-6

N,N-diethyl-N'-p-tolyl-thiourea

α-bromoacetophenone
70-11-1

α-bromoacetophenone

A

5-phenyl-2-p-tolylimino-1,3-oxathiole
34587-31-0

5-phenyl-2-p-tolylimino-1,3-oxathiole

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
In acetone Heating;A 70%
B n/a
diethylamine
109-89-7

diethylamine

4-chlorobenzohydroximoyl chloride
28123-63-9

4-chlorobenzohydroximoyl chloride

A

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

B

4-Chloro-N,N-diethyl-N'-hydroxy-benzamidine
188118-38-9

4-Chloro-N,N-diethyl-N'-hydroxy-benzamidine

Conditions
ConditionsYield
In diethyl ether for 48h; Ambient temperature;A n/a
B 70%
carbon dioxide
124-38-9

carbon dioxide

diethylamine
109-89-7

diethylamine

manganese(ll) chloride

manganese(ll) chloride

A

[Mn(II)6(O2CNEt2)12]

[Mn(II)6(O2CNEt2)12]

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
In toluene under Ar or N2;soln. of NHEt2 (excess) satd. with CO2 at room temp., addn. of anhydrous MnCl2, heating for 4 d at 50 ° C with periodic cooling to room temp. and restoration of the pressure of CO2, dialkylammonium chloride filtered off; soln. evapd., solid dissolved in boiling n-heptane, filtration, cooling first to room temp. and then to -30 ° C for 24 h, pptn., elem. anal.;A 66%
B n/a
allylbis(diethylamino)phosphine
31480-07-6

allylbis(diethylamino)phosphine

A

Allylphosphonsaeuredichlorid
31078-91-8

Allylphosphonsaeuredichlorid

B

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In Petroleum ether at -90℃; for 3h;A 65%
B n/a
(2-allylphenyl)bis(diethylamino)phosphine
107531-54-4

(2-allylphenyl)bis(diethylamino)phosphine

A

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

B

(2-Allylphenyl)dichlorphosphan
107531-52-2

(2-Allylphenyl)dichlorphosphan

Conditions
ConditionsYield
With hydrogenchloride In Petroleum ether at -90℃; for 3h;A n/a
B 65%
diethylamine
109-89-7

diethylamine

chlorobis(pentafluorophenyl)phosphane
5032-90-6

chlorobis(pentafluorophenyl)phosphane

A

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

B

Bis-(Pentafluorphenyl)-diaethylaminophosphin
13917-53-8

Bis-(Pentafluorphenyl)-diaethylaminophosphin

Conditions
ConditionsYield
In diethyl ether byproducts: HCl; in presence of a HCl-trap;A n/a
B 63%
In diethyl ether byproducts: HCl; in presence of a HCl-trap;A n/a
B 63%
diethylamine
109-89-7

diethylamine

N-hydroxy-4-methoxy-benzenecarboximidoyl chloride
38435-51-7

N-hydroxy-4-methoxy-benzenecarboximidoyl chloride

A

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

B

N,N-Diethyl-N'-hydroxy-4-methoxy-benzamidine
188118-37-8

N,N-Diethyl-N'-hydroxy-4-methoxy-benzamidine

Conditions
ConditionsYield
In diethyl ether for 48h; Ambient temperature;A n/a
B 62%
diethylamine
109-89-7

diethylamine

tris(dimethylamino)isothiocyanatophosphonium chloride

tris(dimethylamino)isothiocyanatophosphonium chloride

A

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

B

C11H28N5PS

C11H28N5PS

Conditions
ConditionsYield
for 6h;A n/a
B 60%
diethylamine
109-89-7

diethylamine

pentafluorophenyl dichlorophosphine
5032-91-7

pentafluorophenyl dichlorophosphine

A

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

B

bis(diethylamino)-2,3,4,5,6-pentafluorophenylphosphane
13648-83-4

bis(diethylamino)-2,3,4,5,6-pentafluorophenylphosphane

Conditions
ConditionsYield
In diethyl ether byproducts: HCl; in presence of a trap for HCl;A n/a
B 60%
In diethyl ether byproducts: HCl; in presence of a trap for HCl;A n/a
B 60%
formaldehyd
50-00-0

formaldehyd

2-methylallyltributyltin
67883-62-9

2-methylallyltributyltin

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

4-(diethylamino)-2-methyl-1-butene
62751-20-6

4-(diethylamino)-2-methyl-1-butene

Conditions
ConditionsYield
In ethanol; chloroform; water for 4h; Ambient temperature;100%
5-Phenylpentanoic acid
2270-20-4

5-Phenylpentanoic acid

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

5-phenyl-pentanoic acid diethylamide

5-phenyl-pentanoic acid diethylamide

Conditions
ConditionsYield
Stage #1: 5-Phenylpentanoic acid With chloroformic acid ethyl ester; triethylamine In dichloromethane for 0.5h;
Stage #2: diethyl amine hydrochloride In dichloromethane Heating;
100%
(2,2'-bis(diphenylphosphino)-1,1'-binaphathalene)chloro(p-cymene)ruthenium chloride
130004-33-0, 145926-28-9, 376354-47-1

(2,2'-bis(diphenylphosphino)-1,1'-binaphathalene)chloro(p-cymene)ruthenium chloride

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

[(RuCl((C6H5)2PC10H6C10H6P(C6H5)2))2Cl3](1-)*[(CH3CH2)2NH2](1+)=[(RuCl((C6H5)2PC10H6C10H6P(C6H5)2))2Cl3][(CH3CH2)2NH2]

[(RuCl((C6H5)2PC10H6C10H6P(C6H5)2))2Cl3](1-)*[(CH3CH2)2NH2](1+)=[(RuCl((C6H5)2PC10H6C10H6P(C6H5)2))2Cl3][(CH3CH2)2NH2]

Conditions
ConditionsYield
In tetrahydrofuran (Ar); heating a soln. of ruthenium complex with ammonium salt in THF for 6 h; evapn., washing;100%
(+)-(R)-2,2'bis(di-para-tolylphosphanyl)-1,1'binaphthyl
153305-67-0, 100165-88-6, 99646-28-3

(+)-(R)-2,2'bis(di-para-tolylphosphanyl)-1,1'binaphthyl

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
52462-29-0

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

(RuCl(CH3C6H4)2PC10H6C10H6P(CH3C6H4)2)2Cl3(1-)*(CH3CH2)2NH2(1+)=[(RuCl(CH3C6H4)2PC10H6C10H6P(CH3C6H4)2)2Cl3](CH3CH2)2NH2

(RuCl(CH3C6H4)2PC10H6C10H6P(CH3C6H4)2)2Cl3(1-)*(CH3CH2)2NH2(1+)=[(RuCl(CH3C6H4)2PC10H6C10H6P(CH3C6H4)2)2Cl3](CH3CH2)2NH2

Conditions
ConditionsYield
In toluene (Ar); heating a soln. of ruthenium complex with ammonium salt and phosphine in toluene at 50°C for 2 h with stirring, refluxing for 12 hwith stirring; cooling, evapn.;100%
formaldehyd
50-00-0

formaldehyd

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

11-methylpyridol[2,3-b]acridine-5,12-dione

11-methylpyridol[2,3-b]acridine-5,12-dione

11-[2'-(diethylamino)ethyl]pyrido[2,3-b]acridine-5,12-dione

11-[2'-(diethylamino)ethyl]pyrido[2,3-b]acridine-5,12-dione

Conditions
ConditionsYield
In acetic acid at 110℃; for 0.333333h; Alkylation;99%
3,5-dibenzyloxybenzoic acid
28917-43-3

3,5-dibenzyloxybenzoic acid

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

(3,5-di-benzyloxy)-N,N-diethylbenzamide
859103-01-8

(3,5-di-benzyloxy)-N,N-diethylbenzamide

Conditions
ConditionsYield
With WSC*HCl; benzotriazol-1-ol; triethylamine In dichloromethane for 10h;99%
(η(5)-C2B9H11)Zr(NEt2)2(NHEt2)
167323-74-2

(η(5)-C2B9H11)Zr(NEt2)2(NHEt2)

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

(η(5)-C2B9H11)ZrCl2(NHEt2)2
167323-77-5

(η(5)-C2B9H11)ZrCl2(NHEt2)2

Conditions
ConditionsYield
In dichloromethane N2-atmosphere; stirring (23°C, 2 h); evapn. (vac.), drying (vac., 1 h); elem. anal.;99%
diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

9-phenyl-1,2-dihydro-3H-pyrrolo[3,4-b]quinolin-3-one
154419-32-6

9-phenyl-1,2-dihydro-3H-pyrrolo[3,4-b]quinolin-3-one

N,N-diethyl-3-hydroxymethyl-4-phenylquinoline-2-carboxamide
342011-77-2

N,N-diethyl-3-hydroxymethyl-4-phenylquinoline-2-carboxamide

Conditions
ConditionsYield
Stage #1: diethyl amine hydrochloride With trimethylaluminum In hexane; dichloromethane at 20℃; for 0.25h;
Stage #2: 9-phenylfurol<3,4-b>quinolin-3(1H)-one In hexane; dichloromethane at 25 - 41℃; Weinreb amidation; Further stages.;
98%
2,4,6-triformylphloroglucinol
34374-88-4

2,4,6-triformylphloroglucinol

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

C21H33N3O3

C21H33N3O3

Conditions
ConditionsYield
In d(4)-methanol at 20℃; for 16h;98%
diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

dimethyldiethylammonium chloride
29508-45-0

dimethyldiethylammonium chloride

Conditions
ConditionsYield
With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h;97.4%
diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

4-chloro-6-methyl-3-nitro-2-pyridone
95835-64-6

4-chloro-6-methyl-3-nitro-2-pyridone

4-(diethylamino)-6-methyl-3-nitropyridin-2(1H)-one

4-(diethylamino)-6-methyl-3-nitropyridin-2(1H)-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 2.5h; Inert atmosphere; Reflux;97%
4-pentynoic acid
6089-09-4

4-pentynoic acid

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

N,N-diethylpent-4-ynamide
13991-17-8

N,N-diethylpent-4-ynamide

Conditions
ConditionsYield
95%
[(pyrrolidine)dimethylaluminum]2

[(pyrrolidine)dimethylaluminum]2

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

Al(CH3)2Cl(C4H8NH)
570401-19-3

Al(CH3)2Cl(C4H8NH)

Conditions
ConditionsYield
In tetrahydrofuran suspn. of NH2Et2Cl in THF was treated with Al-complex, stirred for 2 h under N2; solvent was removed in vacuo; elem. anal.;95%
4-bromo-3-methoxy-5-(methoxymethoxy)benzoic acid
1422953-19-2

4-bromo-3-methoxy-5-(methoxymethoxy)benzoic acid

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

4-bromo-N,N-diethyl-3-methoxy-5-(methoxymethoxy)benzamide
1422953-20-5

4-bromo-N,N-diethyl-3-methoxy-5-(methoxymethoxy)benzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 25℃; for 12h; Inert atmosphere;95%
4-butanolide
96-48-0

4-butanolide

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

N,N-Diethyl-4-hydroxy-butyramide
86452-59-7

N,N-Diethyl-4-hydroxy-butyramide

Conditions
ConditionsYield
Stage #1: diethyl amine hydrochloride With diisobutylaluminium hydride In tetrahydrofuran; toluene
Stage #2: 4-butanolide In tetrahydrofuran at 20℃; for 0.5h;
94%
diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

titanium tetrachloride
7550-45-0

titanium tetrachloride

[NH2Et2]2[TiCl6]

[NH2Et2]2[TiCl6]

Conditions
ConditionsYield
In dichloromethane at 24.84℃; for 3h; Inert atmosphere;94%
diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

bis(diethylammonium) hexachlorozirconate(IV),

bis(diethylammonium) hexachlorozirconate(IV),

Conditions
ConditionsYield
In acetonitrile93%
3-(3-bromophenoxy)propanoic acid
18386-03-3

3-(3-bromophenoxy)propanoic acid

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

C13H18BrNO2

C13H18BrNO2

Conditions
ConditionsYield
Stage #1: 3-(3-bromophenoxy)propionic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In tetrahydrofuran; acetonitrile at 20℃; for 0.5h;
Stage #2: diethyl amine hydrochloride In tetrahydrofuran; acetonitrile at 20℃;
93%
allyl diethyl phosphate
3066-75-9

allyl diethyl phosphate

carbon monoxide
201230-82-2

carbon monoxide

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

N, N-diethylbut-3-enamide
17093-17-3

N, N-diethylbut-3-enamide

Conditions
ConditionsYield
With dmap; hexarhodium hexadecacarbonyl; triethylamine In dimethyl sulfoxide at 50℃; under 15200 Torr; for 6h;92%
diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

phenyl isocyanate
103-71-9

phenyl isocyanate

1-phenyl-3,3-diethylurea
1014-72-8

1-phenyl-3,3-diethylurea

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;92%
diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

benzyl alcohol
100-51-6

benzyl alcohol

N,N-diethylbenzamide
1696-17-9

N,N-diethylbenzamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; tris(bipyridine)ruthenium(II) dichloride hexahydrate; calcium carbonate In water; ethyl acetate at 20℃; for 72h; Inert atmosphere; Irradiation;92%
With tert.-butylhydroperoxide; calcium carbonate In water; acetonitrile at 80℃; for 4h;60%

660-68-4Relevant articles and documents

Unusual reaction of hexaethylphosphorous triamide with mercuric chloride leading to the formation of metallic mercury

Gololobov, Yu. G.,Ivanova, E. M.,Petrovskii, P. V.

, (2002)

-

Selenoxide elimination triggers enamine hydrolysis to primary and secondary amines: A combined experimental and theoretical investigation

Bortoli, Marco,Gianoncelli, Alessandra,Ongaro, Alberto,Orian, Laura,Oselladore, Erika,Ribaudo, Giovanni,Zagotto, Giuseppe

, (2021/05/26)

We discuss a novel selenium-based reaction mechanism consisting in a selenoxide elimination-triggered enamine hydrolysis. This one-pot model reaction was studied for a set of substrates. Under oxidative conditions, we observed and characterized the formation of primary and secondary amines as elimination products of such compounds, paving the way for a novel strategy to selectively release bioactive molecules. The underlying mechanism was investigated using NMR, mass spectrometry and density functional theory (DFT).

Direct Preparation of Amides from Amine Hydrochloride Salts and Orthoesters: A Synthetic and Mechanistic Perspective

Di Grandi, Martin J.,Bennett, Caitlin,Cagino, Kristen,Muccini, Arnold,Suraci, Corey,Saba, Shahrokh

supporting information, p. 2601 - 2607 (2015/11/28)

The conversion of a wide range of primary and secondary aliphatic and a few arylamine hydrochloride salts to their corresponding acetamides with trimethyl orthoacetate is described. Mechanistic studies using NMR and gas chromatography-mass spectrometry techniques indicate these reactions proceed via an O-methylimidate intermediate that undergoes in situ demethylation by chloride, affording the corresponding acetamides. Synthetically, this reaction represents a practical, high-yielding protocol with a simple workup for the rapid conversion of amine hydrochloride salts to acetamides.

Nucleophilic substitution reaction at the nitrogen of arylsulfonamides with phosphide anion

Yoshida, Suguru,Igawa, Kazunobu,Tomooka, Katsuhiko

supporting information, p. 19358 - 19361 (2013/02/22)

A novel nucleophilic substitution reaction at the nitrogen of arylsulfonamides by means of phosphide anions has been described. This reaction allows for the efficient transformation of arylsulfonamides into synthetically valuable phosphamides, amines, and a variety of protected amines.

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