CAS No.2728-05-4,N,N-Diethyl-p-toluamide Suppliers

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Basic Information

Molecular Structure:
CAS No.:	2728-05-4
Name:	N,N-Diethyl-p-toluamide
Article Data:	52

Formula:	C12H17 N O
Molecular Weight:	191.273
Synonyms:	p-Toluamide,N,N-diethyl- (6CI,7CI,8CI); N,N-Diethyl-4-methylbenzamide;N,N-Diethyl-p-methylbenzamide; N,N-Diethyl-p-toluamide; NSC 5686; p-DEET;p-DETA
Density:	0.985g/cm³
Melting Point:	53-54 °C
Boiling Point:	318.3°Cat760mmHg
Flash Point:	140.8°C
PSA:	20.31000
LogP:	2.47700

Synthetic route

: 874-60-2
4-methyl-benzoyl chloride

: 109-89-7
diethylamine

: 2728-05-4
N,N-Diethyl-p-toluamid

Conditions

Conditions	Yield
	98%
In dichloromethane at 0℃; for 24h; Inert atmosphere;	71%
With benzene

: 99-94-5
p-Toluic acid

: 109-89-7
diethylamine

: 2728-05-4
N,N-Diethyl-p-toluamid

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at 0℃; for 0.5h;	97%
With n-butyl-sec-butylmagnesium 1.) n-heptane, 1h, reflux, 2.) methylene chloride, 65 deg C, 12 h; Yield given. Multistep reaction;

: 624-31-7
4-tolyl iodide

: potassium 2-(diethylamino)-2-oxoacetate

: 2728-05-4
N,N-Diethyl-p-toluamid

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium dihydrogenphosphate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl acetamide at 25℃; for 20h; Schlenk technique; Inert atmosphere; Irradiation; chemoselective reaction;	97%

Yield

With tris-(dibenzylideneacetone)dipalladium(0); potassium dihydrogenphosphate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl acetamide at 25℃; for 20h; Schlenk technique; Inert atmosphere; Irradiation; chemoselective reaction;

97%

: 201230-82-2
carbon monoxide

: 624-31-7
4-tolyl iodide

: 121-44-8
triethylamine

: 2728-05-4
N,N-Diethyl-p-toluamid

Conditions

Conditions	Yield
With palladium 10% on activated carbon; oxygen In acetonitrile at 100℃; under 4560.31 Torr; for 8h; Autoclave; Green chemistry;	96%

...Expand

: 201230-82-2
carbon monoxide

: 624-31-7
4-tolyl iodide

: 109-89-7
diethylamine

: 2728-05-4
N,N-Diethyl-p-toluamid

Conditions

Conditions	Yield
With [Bmim][PdI2](PPh3); potassium carbonate In 1,4-dioxane at 90℃; under 15001.5 Torr; for 5h; Reagent/catalyst; Autoclave;	95%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; under 750.075 Torr; for 2h; Autoclave; chemoselective reaction;	91%
With triethylamine In N,N-dimethyl acetamide at 130℃; under 15001.5 Torr; for 1.5h; Autoclave; Green chemistry;	90%

...Expand

: 2947-61-7
(4-methylphenyl)acetonitrile

: 121-44-8
triethylamine

: 2728-05-4
N,N-Diethyl-p-toluamid

Conditions

Conditions	Yield
With oxygen; copper dichloride In toluene at 110℃; under 760.051 Torr; for 48h; Schlenk technique;	87%

: 201230-82-2
carbon monoxide

: 5720-05-8
4-methylphenylboronic acid

: 121-44-8
triethylamine

: 2728-05-4
N,N-Diethyl-p-toluamid

Conditions

Conditions	Yield
With copper(l) iodide; oxygen; palladium dichloride In acetonitrile at 100℃; under 1520.1 Torr; for 12h; Autoclave; High pressure;	86%

...Expand

: 201230-82-2
carbon monoxide

: 624-31-7
4-tolyl iodide

: 109-89-7
diethylamine

A: 2728-05-4
N,N-Diethyl-p-toluamid

B: 80120-40-7
N,N-diethyl-4-methyl-α-oxo-benzeneacetamide

Conditions

Conditions	Yield
With [bmim]PF6; triethylamine; Pd carbene at 80℃; under 15200 Torr; for 0.566667h;	A 5% B 85%
With caesium carbonate In toluene at 80℃; under 760.051 Torr; for 20h; Microwave irradiation; Sealed tube;	A n/a B 40%
PdCl2(PMePh2)2 In neat (no solvent) at 80℃; under 50 Torr; for 2h; Product distribution; Mechanism;	A 4 % Chromat. B 96 % Chromat.

...Expand

: 55441-26-4
2-(diethylamino)-2-oxoacetic acid

: potassium (4-methylphenyl)trifluoroborate

: 2728-05-4
N,N-Diethyl-p-toluamid

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; palladium diacetate In water; dimethyl sulfoxide; acetonitrile at 20℃;	85%

: 106-38-7
para-bromotoluene

: potassium 2-(diethylamino)-2-oxoacetate

: 2728-05-4
N,N-Diethyl-p-toluamid

Conditions

Conditions	Yield
With bis(benzonitrile)palladium(ll) chloride; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; sodium acetate; nixantphos In N,N-dimethyl acetamide at 25℃; for 20h; Schlenk technique; Inert atmosphere; Irradiation; chemoselective reaction;	85%

Raw Materials

106-38-7

106-43-4

201230-82-2

874-60-2

124-40-3

109-89-7

617-84-5

624-31-7

Downstream Products

1218-89-9

104-87-0

122-00-9

16587-47-6