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2407-68-3

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2407-68-3 Usage

Chemical Properties

CLEAR YELLOW LIQUID

Check Digit Verification of cas no

The CAS Registry Mumber 2407-68-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,0 and 7 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2407-68:
(6*2)+(5*4)+(4*0)+(3*7)+(2*6)+(1*8)=73
73 % 10 = 3
So 2407-68-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H8N2/c1-7(2)5-3-4-6/h3,5H,1-2H3/b5-3-

2407-68-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(dimethylamino)prop-2-enenitrile

1.2 Other means of identification

Product number -
Other names 3-DMAAN

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:2407-68-3 SDS

2407-68-3Synthetic route

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

cyanoacetic acid
372-09-8

cyanoacetic acid

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

Conditions
ConditionsYield
In 1,4-dioxane at 80℃; for 2h;100%
In 1,4-dioxane at 20 - 90℃; for 16h;
(methoxymethylidene)dimethylammonium methyl sulfate
21511-55-7, 34643-89-5

(methoxymethylidene)dimethylammonium methyl sulfate

sodium cyanoacetate
1071-36-9

sodium cyanoacetate

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

Conditions
ConditionsYield
In ethanol at 30℃; for 10h; Temperature; Solvent;97.4%
propiolonitrile
1070-71-9

propiolonitrile

dimethyl amine
124-40-3

dimethyl amine

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

Conditions
ConditionsYield
In water at 20℃; for 20h;94%
2-dimethylamino-2-ethoxy-1-cyanoethylene
34644-27-4

2-dimethylamino-2-ethoxy-1-cyanoethylene

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

Conditions
ConditionsYield
With platinum on carbon; hydrogen In ethanol at 50℃; under 30003 Torr; for 16h; Autoclave;65%
With platinum on carbon; hydrogen
cyanoacetic acid
372-09-8

cyanoacetic acid

2-aza-1,3-bis(dimethylamino)-3-methoxy-1-propen

2-aza-1,3-bis(dimethylamino)-3-methoxy-1-propen

A

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

B

4-aza-5-dimethylamino-2,4-pentadienenitrile

4-aza-5-dimethylamino-2,4-pentadienenitrile

Conditions
ConditionsYield
In benzene 80 deg C, then 105 deg C, 2 h;A n/a
B 8%
In benzene 80 deg C, then 105 deg C, 2 h; Title compound not separated from byproducts;
cis-β-chloroacrylonitrile
3721-37-7

cis-β-chloroacrylonitrile

dimethyl amine
124-40-3

dimethyl amine

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

Conditions
ConditionsYield
2-aza-1,3-bis(dimethylamino)-3-methoxy-1-propen

2-aza-1,3-bis(dimethylamino)-3-methoxy-1-propen

acetonitrile
75-05-8

acetonitrile

A

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

B

4-aza-5-dimethylamino-2,4-pentadienenitrile

4-aza-5-dimethylamino-2,4-pentadienenitrile

Conditions
ConditionsYield
for 120h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
MeCN*HCl
73233-19-9

MeCN*HCl

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 110℃; for 9h;
(methoxymethylidene)dimethylammonium methyl sulfate
21511-55-7, 34643-89-5

(methoxymethylidene)dimethylammonium methyl sulfate

cyanoacetic acid
372-09-8

cyanoacetic acid

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

Conditions
ConditionsYield
Stage #1: (methoxymethylidene)dimethylammonium methyl sulfate; cyanoacetic acid In ethanol at 5 - 40℃;
Stage #2: With sodium hydroxide In water-d2 pH=8;
Stage #3: In toluene at 5 - 50℃; Temperature; pH-value; Irradiation;
dimethyl amine
124-40-3

dimethyl amine

acrylonitrile
107-13-1

acrylonitrile

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

Conditions
ConditionsYield
at 120℃; under 225.023 Torr; Temperature; Pressure; Cooling with ice;
trifluoracetyl chloride
354-32-5

trifluoracetyl chloride

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

2-((dimethylamino)methylene)-4,4,4-trifluoro-3-oxobutyronitrile
339011-85-7

2-((dimethylamino)methylene)-4,4,4-trifluoro-3-oxobutyronitrile

Conditions
ConditionsYield
With pyridine In toluene Product distribution / selectivity; Cooling with ice; Inert atmosphere;99%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

C8H15ClN2O3

C8H15ClN2O3

C11H15N3O3

C11H15N3O3

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 20℃;97%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

C8H15ClN2O3
312324-17-7

C8H15ClN2O3

C11H15N3O3

C11H15N3O3

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 20℃;96%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

(S)-tert-butyl 2-(chloro(hydroxyimino)methyl)pyrrolidine-1-carboxylate
1399716-78-9

(S)-tert-butyl 2-(chloro(hydroxyimino)methyl)pyrrolidine-1-carboxylate

C13H17N3O3

C13H17N3O3

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 20℃;95%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

methyl 5-acetamido-2-amino-4-ethoxybenzoate
1222172-49-7

methyl 5-acetamido-2-amino-4-ethoxybenzoate

methyl 5-acetamido-2-[(2-cyanovinyl)amino]-4-ethoxybenzoate
1222172-50-0

methyl 5-acetamido-2-[(2-cyanovinyl)amino]-4-ethoxybenzoate

Conditions
ConditionsYield
Stage #1: methyl 5-acetamido-2-amino-4-ethoxybenzoate; acetic acid at 20℃;
Stage #2: 3-dimethylaminoacrylonitrile at 25 - 30℃; Product distribution / selectivity;
94.8%
With acetic acid at 20℃; for 5h; Large scale;92%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-((dimethylamino)methylene)-4,4,4-trifluoro-3-oxobutyronitrile
339011-85-7

2-((dimethylamino)methylene)-4,4,4-trifluoro-3-oxobutyronitrile

Conditions
ConditionsYield
With phosgene; triethylamine In toluene at 5 - 25℃; Product distribution / selectivity;94%
With triethylamine In toluene at 5℃; for 3h;92.12%
With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide In toluene at 20℃; Product distribution / selectivity; Cooling with ice;89%
1-methylindole
603-76-9

1-methylindole

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

3-(dimethylamino)-3-(1-methyl-1H-indol-3-yl)propanenitrile

3-(dimethylamino)-3-(1-methyl-1H-indol-3-yl)propanenitrile

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 28℃; for 4h; Solvent; Reagent/catalyst;94%
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 4h; Temperature; Reagent/catalyst; Friedel-Crafts Alkylation;93%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

tert-butyl 3-(chloro(hydroxyimino)methyl)azetidine-1-carboxylate

tert-butyl 3-(chloro(hydroxyimino)methyl)azetidine-1-carboxylate

C12H15N3O3

C12H15N3O3

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 20℃;94%
tert-butyl (2R)-2-[chloro(hydroxyimino)methyl]pyrrolidine-1-carboxylate
1148049-26-6

tert-butyl (2R)-2-[chloro(hydroxyimino)methyl]pyrrolidine-1-carboxylate

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

C13H17N3O3

C13H17N3O3

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 20℃;93%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

acetic acid
64-19-7

acetic acid

(E/Z)-2-((dimethylamino)methylene)-3-oxobutanenitrile
885121-98-2

(E/Z)-2-((dimethylamino)methylene)-3-oxobutanenitrile

Conditions
ConditionsYield
With phosgene; triethylamine In water; toluene at 0 - 20℃; for 3h;93%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

tert-butyl 4-(chloro(hydroxyimino)methyl)piperidine-1-carboxylate
467423-44-5

tert-butyl 4-(chloro(hydroxyimino)methyl)piperidine-1-carboxylate

C14H19N3O3

C14H19N3O3

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 20℃;92%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

ethyl 5-acetamido-2-amino-4-ethoxybenzoate
1222172-51-1

ethyl 5-acetamido-2-amino-4-ethoxybenzoate

ethyl 2-[(2-cyanovinyl)amino]-4-ethoxy-5-acetylamidobenzoate
1222172-52-2

ethyl 2-[(2-cyanovinyl)amino]-4-ethoxy-5-acetylamidobenzoate

Conditions
ConditionsYield
In 1,2-dimethoxyethane at 20℃; for 12h;89%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

C7H13ClN2O3
1070970-28-3

C7H13ClN2O3

C10H13N3O3

C10H13N3O3

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 20℃;89%
pentafluoropropionic acid
422-64-0

pentafluoropropionic acid

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

3-dimethylamino-2-(pentafluoroethylcarbonyl)acrylonitrile
1037593-83-1

3-dimethylamino-2-(pentafluoroethylcarbonyl)acrylonitrile

Conditions
ConditionsYield
With phosgene; triethylamine In toluene at 5 - 20℃; Cooling with ice; Inert atmosphere;88%
With phosgene; triethylamine In toluene at 5 - 20℃; Inert atmosphere; Cooling with ice;88%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

4-(2-chlorophenyl)pyridine-3,5-dicarbonitrile

4-(2-chlorophenyl)pyridine-3,5-dicarbonitrile

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate; thioacetamide In dimethyl sulfoxide at 110℃; for 12h;88%
heptafluorobutyric Acid
375-22-4

heptafluorobutyric Acid

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

3-dimethylamino-2-(heptafluoropropylcarbonyl)acrylonitrile
1037593-84-2

3-dimethylamino-2-(heptafluoropropylcarbonyl)acrylonitrile

Conditions
ConditionsYield
With phosgene; triethylamine In toluene at 6 - 20℃; Inert atmosphere; Cooling with ice;86%
With phosgene; triethylamine In toluene at 6 - 20℃; Cooling with ice; Inert atmosphere;
(Z)-2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoic acid ethyl ester
1086400-66-9

(Z)-2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoic acid ethyl ester

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

ethyl 5-cyano-2-(difluoromethyl)nicotinate
1415089-65-4

ethyl 5-cyano-2-(difluoromethyl)nicotinate

Conditions
ConditionsYield
Stage #1: (Z)-2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoic acid ethyl ester; 3-dimethylaminoacrylonitrile In N,N-dimethyl-formamide at 60 - 65℃; for 5h; Industry scale;
Stage #2: With ammonium acetate In N,N-dimethyl-formamide at 60 - 65℃; for 12h; Industry scale;
85%
(E/Z)-ethyl 2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate

(E/Z)-ethyl 2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

ethyl 5-cyano-2-(difluoromethyl)nicotinate
1415089-65-4

ethyl 5-cyano-2-(difluoromethyl)nicotinate

Conditions
ConditionsYield
Stage #1: (E/Z)-ethyl 2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate; 3-dimethylaminoacrylonitrile; N,N-dimethyl-formamide at 60 - 65℃; for 5h; Large scale;
Stage #2: With ammonium acetate at 60 - 65℃; for 12h; Large scale;
85%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

2-amino-4-bromo-benzoic acid methyl ester
135484-83-2

2-amino-4-bromo-benzoic acid methyl ester

4-bromo-2-((2-cyanovinyl)amino)benzoic acid methyl ester

4-bromo-2-((2-cyanovinyl)amino)benzoic acid methyl ester

Conditions
ConditionsYield
In ethyl acetate at 20℃;85%
N-Methylpyrrole
96-54-8

N-Methylpyrrole

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

C10H15N3

C10H15N3

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 28℃; for 6h; Time; Temperature; Solvent; Reagent/catalyst;85%
difluoroacetyl chloride
381-72-6

difluoroacetyl chloride

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

2-((dimethylamino)methylene)-4,4-difluoro-3-carbonylbutyronitrile
1037593-82-0

2-((dimethylamino)methylene)-4,4-difluoro-3-carbonylbutyronitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 5h; Solvent; Inert atmosphere;84.6%
3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

2-chloro-2,2-difluoroacetic acid
76-04-0

2-chloro-2,2-difluoroacetic acid

3-dimethylamino-2-(chlorodifluoromethylcarbonyl)acrylonitrile
1037593-81-9

3-dimethylamino-2-(chlorodifluoromethylcarbonyl)acrylonitrile

Conditions
ConditionsYield
With phosgene; triethylamine In toluene at 5 - 20℃; Cooling with ice; Inert atmosphere;83%
With phosgene; triethylamine In toluene at 5 - 20℃; Inert atmosphere; Cooling with ice;83%
5-fluoro-2-methyl-1H-indole
399-72-4

5-fluoro-2-methyl-1H-indole

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

(E)-3-(5-fluoro-2-methyl-1H-indol-3-yl)acrylonitrile

(E)-3-(5-fluoro-2-methyl-1H-indol-3-yl)acrylonitrile

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 28℃; for 4h; Reagent/catalyst;83%
1-ethyl-2-phenyl-1H-indole
13228-39-2

1-ethyl-2-phenyl-1H-indole

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

A

(E)-3-(1-ethyl-2-phenyl-1H-indol-3-yl)acrylonitrile

(E)-3-(1-ethyl-2-phenyl-1H-indol-3-yl)acrylonitrile

B

3-(dimethylamino)-3-(1-ethyl-2-phenyl-1H-indol-3-yl)propanenitrile

3-(dimethylamino)-3-(1-ethyl-2-phenyl-1H-indol-3-yl)propanenitrile

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 28℃; for 4h;A 15%
B 83%
5-fluoro-1-methyl-1H-indole
116176-92-2

5-fluoro-1-methyl-1H-indole

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

3-(dimethylamino)-3-(5-fluoro-1-methyl-1H-indol-3-yl)propanenitrile

3-(dimethylamino)-3-(5-fluoro-1-methyl-1H-indol-3-yl)propanenitrile

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 28℃; for 4h;82%
1-methylindole
603-76-9

1-methylindole

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

3,3-bis(1-methyl-1H-indol-3-yl)propanenitrile

3,3-bis(1-methyl-1H-indol-3-yl)propanenitrile

Conditions
ConditionsYield
With dichloro-acetic acid In 1,2-dichloro-ethane at 50℃; for 4h;82%
With dichloro-acetic acid at 50℃; for 4h; Temperature; Time;82%
2-methyl-1H-indole
95-20-5

2-methyl-1H-indole

3-dimethylaminoacrylonitrile
2407-68-3

3-dimethylaminoacrylonitrile

(E)-3-(2-methyl-1H-indol-3-yl)acrylonitrile

(E)-3-(2-methyl-1H-indol-3-yl)acrylonitrile

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 28℃; for 4h; Reagent/catalyst; Time;82%

2407-68-3Relevant articles and documents

Reichardt,Kermer

, p. 538 (1970)

Preparation method of 2-chloro-5-cyanopyrimidine compound

-

Paragraph 0028; 0032, (2020/03/09)

The invention discloses a preparation method of a 2-chloro-5-cyanopyrimidine compound. A route adopted by the preparation method is as follows: cyanoacetic acid is used as a raw material, ioxane is used as a solvent, and a reaction is conducted under the action of N,N-dimethylformamide dimethyl acetal so as to generate 3-(dimethylamino)acrylonitrile, and then a Vilsmeier reaction, an addition reaction, a ring closing reaction and a chlorination reaction are sequentially carried out to finally obtain a finished product, i.e., the 2-chloro-5-cyanopyrimidine compound. According to the synthetic route provided by the preparation method, raw materials are cheap and easily available; aftertreatment is simple; purification is easy; column chromatographic purification is not needed in each step ofreaction; the method can effectively overcome the technical defects of long route, expensive raw material cost, need of column chromatography and the like of other synthesis methods in the prior art;and the preparation method of the 2-chloro-5-cyanopyrimidine compound provided by the invention has important economic benefits on reduction of the drug cost, and is a technology which is low in costand suitable for industrial production.

Hydrogenolysis of Amide Acetals and Iminium Esters

Kadyrov, Renat

, p. 170 - 172 (2017/12/26)

Amide acetals and iminium esters were hydrogenated into amines under very mild reaction conditions over common hydrogenation catalysts. This finding provides a new strategy for the selective reduction of amides. The synthetic utility of this approach was demonstrated by the selective reduction of amides bearing ester and nitrile groups.

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