2,6-diethylaniline
chloroacetyl chloride
2-chloro-2',6'-diethylacetanilide
Conditions | Yield |
---|---|
In ethyl acetate for 2h; Acylation; Heating; | 99.1% |
With triethylamine In dichloromethane at 0 - 20℃; for 6h; | 82.72% |
sodium acetate In acetic acid at 0℃; for 0.5h; Acylation; |
Chloroiodomethane
2,6-diethylphenylisocyanate
2-chloro-2',6'-diethylacetanilide
Conditions | Yield |
---|---|
With methyllithium lithium bromide In diethyl ether at -78℃; | 95% |
With methyllithium; lithium bromide In diethyl ether at -78℃; for 0.5h; chemoselective reaction; | 95% |
Alachlor
2-chloro-2',6'-diethylacetanilide
Conditions | Yield |
---|---|
With hydrogenchloride In acetone for 4h; Hydrolysis; Heating; |
2,6-diethylaniline
chloroacetyl chloride
2-chloro-2',6'-diethylacetanilide
Conditions | Yield |
---|---|
In ethyl acetate for 2h; Acylation; Heating; | 99.1% |
With triethylamine In dichloromethane at 0 - 20℃; for 6h; | 82.72% |
sodium acetate In acetic acid at 0℃; for 0.5h; Acylation; |
Chloroiodomethane
2,6-diethylphenylisocyanate
2-chloro-2',6'-diethylacetanilide
Conditions | Yield |
---|---|
With methyllithium lithium bromide In diethyl ether at -78℃; | 95% |
With methyllithium; lithium bromide In diethyl ether at -78℃; for 0.5h; chemoselective reaction; | 95% |
Alachlor
2-chloro-2',6'-diethylacetanilide
Conditions | Yield |
---|---|
With hydrogenchloride In acetone for 4h; Hydrolysis; Heating; |
2-chloro-2',6'-diethylacetanilide
potassium phtalimide
2-amino-2',6'-diethylacetanilide
Conditions | Yield |
---|---|
In N-methyl-acetamide | 92% |
1-ethoxy-2-chloromethoxyethane
2-chloro-2',6'-diethylacetanilide
2-Chloro-N-(2,6-diethyl-phenyl)-N-(2-ethoxy-ethoxymethyl)-acetamide
Conditions | Yield |
---|---|
With sodium hydroxide; PEG-400 In benzene at 15℃; for 2h; | 90% |
7-Hydroxy-2,2,5-trimethyl-4-chromanone
2-chloro-2',6'-diethylacetanilide
N-(2,6-Diethyl-phenyl)-2-(2,2,5-trimethyl-4-oxo-chroman-7-yloxy)-acetamide
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone for 6h; Heating; | 86.4% |
2,3-dihydro-7-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one
2-chloro-2',6'-diethylacetanilide
N-(2,6-Diethyl-phenyl)-2-(6-methoxy-2,2-dimethyl-4-oxo-chroman-7-yloxy)-acetamide
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone for 6h; Heating; | 80.3% |
diisopropoxymethane
2-chloro-2',6'-diethylacetanilide
2-Chloro-N-(2,6-diethyl-phenyl)-N-isopropoxymethyl-acetamide
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid for 5h; Heating; | 60% |
benzo[f]quinoline
2-chloro-2',6'-diethylacetanilide
propynoic acid ethyl ester
Conditions | Yield |
---|---|
With ethyloxirane at 120℃; for 2h; Sealed tube; Microwave irradiation; | 39% |
With ethyloxirane at 120℃; for 2h; Sealed tube; Microwave irradiation; | 39% |
2-chloro-2',6'-diethylacetanilide
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In 2-methoxy-ethanol; water at 82℃; for 24h; Addition; | 36.2% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In 2-methoxy-ethanol at 45 - 50℃; for 336h; Addition; | 26% |
2-chloro-2',6'-diethylacetanilide
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In 2-methoxy-ethanol; water at 75℃; for 24h; Addition; | 14.7% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In 2-methoxy-ethanol at 45 - 50℃; for 336h; Addition; | 12% |
Chlorodifluoromethane
2-chloro-2',6'-diethylacetanilide
A
1-(2,6-diethylphenyl)-4,4-difluoro-2-azetidinone
B
1,4-bis(diethylphenyl)-2,5-piperazinedione
Conditions | Yield |
---|---|
With sodium hydride 1) THF, hexane, 1 h, 2) THF, 50 deg C; Yield given. Multistep reaction. Yields of byproduct given; |
chloromethyl propyl ether
2-chloro-2',6'-diethylacetanilide
N-butoxymethyl-alpha-chloro-2',6'-diethylacetanilide
Conditions | Yield |
---|---|
With sodium hydroxide; PEG-400 In benzene at 15℃; for 2h; Yield given; |
isopropoxymethyl chloride
2-chloro-2',6'-diethylacetanilide
2-Chloro-N-(2,6-diethyl-phenyl)-N-isopropoxymethyl-acetamide
Conditions | Yield |
---|---|
With sodium hydroxide; PEG-400 In benzene at 15℃; for 2h; Yield given; |
chloromethyl isobutyl ether
2-chloro-2',6'-diethylacetanilide
2-Chloro-N-(2,6-diethyl-phenyl)-N-isobutoxymethyl-acetamide
Conditions | Yield |
---|---|
With sodium hydroxide; PEG-400 In benzene at 15℃; for 2h; Yield given; |
2-chloro-2',6'-diethylacetanilide
(methoxy-ethoxy)-methyl chloride
2-Chloro-N-(2,6-diethyl-phenyl)-N-(1-methoxy-ethoxymethyl)-acetamide
Conditions | Yield |
---|---|
With sodium hydroxide; PEG-400 In benzene at 15℃; for 2h; Yield given; |
Conditions | Yield |
---|---|
With sodium hydroxide; PEG-400 In benzene at 15℃; for 2h; Yield given; |
2-chloro-2',6'-diethylacetanilide
1-(chloromethoxy)butane
N-butoxymethyl-2-chloro-N-(2,6-diethylphenyl)acetamide
Conditions | Yield |
---|---|
With sodium hydroxide; PEG-400 In benzene at 15℃; for 2h; Yield given; |
2-chloro-2',6'-diethylacetanilide
2-Hydroxy-N-(2,6-diethylphenyl)acetamide
Conditions | Yield |
---|---|
With sodium hydroxide In acetone for 8h; Substitution; Heating; | |
With aq. NaCO3 In ethanol for 6h; Hydrolysis; |
The IUPAC name of this chemical is 2-chloro-N-(2,6-diethylphenyl)acetamide. With the CAS registry number 6967-29-9, it is also named as Acetamide, 2-chloro-N-(2,6-diethylphenyl)-. The product's categories are herbicide intermediates; pesticide intermediates; amide herbicides. The pure product is white crystal which is insoluble in water at normal temperature, slightly soluble in ethanol, acetone and other organic solvents.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.61; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.61; (4)ACD/LogD (pH 7.4): 3.61; (5)ACD/BCF (pH 5.5): 327.33; (6)ACD/BCF (pH 7.4): 327.36; (7)ACD/KOC (pH 5.5): 2196.93; (8)ACD/KOC (pH 7.4): 2197.15; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.559; (13)Molar Refractivity: 64.47 cm3; (14)Molar Volume: 199.5 cm3; (15)Polarizability: 25.55×10-24 cm3; (16)Surface Tension: 40.2 dyne/cm; (17)Enthalpy of Vaporization: 61.6 kJ/mol; (18)Vapour Pressure: 1.2E-05 mmHg at 25°C; (19)Rotatable Bond Count: 4; (20)Tautomer Count: 2; (21)Exact Mass: 225.092042; (22)MonoIsotopic Mass: 225.092042; (23)Topological Polar Surface Area: 29.1; (24)Heavy Atom Count: 15; (25)Complexity: 196.
Preparation of 2-Chloro-N-(2,6-diethylphenyl)acetamide: Adding xylene and chloroacetic acid in the reactor, and then tranferring it to another reactor after heating a certain time. Adding 2,6-diethyl aniline, dropping phosphorus trichloride under stirring, adding water slowly after rising temperature a certain time, standing to laminate for separate. Xylene liquid move to crystallization reactor to split. Finally, we can get the product by filtering.
Uses of 2-Chloro-N-(2,6-diethylphenyl)acetamide: It is used as intermediate of herbicides alachlor, butachlor and pretilachlor. And it reacts with 7-hydroxy-2,2-dimethyl-chroman-4-one to get N-(2,6-diethyl-phenyl)-2-(2,2-dimethyl-4-oxo-chroman-7-yloxy)-acetamide. This reaction needs reagent K2CO3 and NaI and solvent acetone by heating. The reaction time is 6hours. The yield is 76.8%.
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.
People can use the following data to convert to the molecule structure.
1. SMILES:O=C(Nc1c(cccc1CC)CC)CCl
2. InChI:InChI=1/C12H16ClNO/c1-3-9-6-5-7-10(4-2)12(9)14-11(15)8-13/h5-7H,3-4,8H2,1-2H3,(H,14,15)
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