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4271-96-9

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4271-96-9 Usage

Uses

1,2-Dimethyl-1,4,5,6-tetrahydropyrimidine is a reagent used in the synthesis of pyrantel derivatives with nematocidal activity. Also used as a reactant in the preparation of hapten antibodies that evoke terpenoid cyclization.

Check Digit Verification of cas no

The CAS Registry Mumber 4271-96-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,2,7 and 1 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 4271-96:
(6*4)+(5*2)+(4*7)+(3*1)+(2*9)+(1*6)=89
89 % 10 = 9
So 4271-96-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H12N2/c1-6-7-4-3-5-8(6)2/h3-5H2,1-2H3

4271-96-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2-Dimethyl-1,4,5,6-Tetrahydropyrimidine

1.2 Other means of identification

Product number -
Other names 1,2-Dimethyl-1,4,5,6-tetrahydropyrimidine

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:4271-96-9 SDS

4271-96-9Synthetic route

1,2-dimethyl-hexahydro-pyrimidine
61327-70-6

1,2-dimethyl-hexahydro-pyrimidine

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

Conditions
ConditionsYield
With oxygen; gold In acetonitrile at 60℃; under 760.051 Torr; for 40h;97%
acetonitrile
75-05-8

acetonitrile

N-Methyl-1,3-propanediamine
6291-84-5

N-Methyl-1,3-propanediamine

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

Conditions
ConditionsYield
With thioacetamide at 90 - 110℃; for 6h; Temperature; Reagent/catalyst; Large scale;96%
Stage #1: acetonitrile; N-Methyl-1,3-propanediamine With zinc(II) chloride for 24h; Inert atmosphere; Reflux;
Stage #2: Inert atmosphere;
45%
N-[3-(methylamino)propyl]acetamide
56125-48-5

N-[3-(methylamino)propyl]acetamide

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

Conditions
ConditionsYield
With PPE at 80℃; for 2h; Temperature; Microwave irradiation;94.42%
ethyl acetimidate hydrochloride
2208-07-3

ethyl acetimidate hydrochloride

N-Methyl-1,3-propanediamine
6291-84-5

N-Methyl-1,3-propanediamine

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

Conditions
ConditionsYield
at 125℃; for 15h; Yield given;
N,N-dimethylacetamide dimethyl acetal
18871-66-4

N,N-dimethylacetamide dimethyl acetal

N-Methyl-1,3-propanediamine
6291-84-5

N-Methyl-1,3-propanediamine

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

Conditions
ConditionsYield
In neat (no solvent) at 80℃; for 1h;5.33 g
1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine hydroiodide

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine hydroiodide

Conditions
ConditionsYield
With hydrogen iodide In 1,4-dioxane; water at 0 - 20℃; for 12h;100%
1-isothiocyanato-4-vinylbenzene
1520-20-3

1-isothiocyanato-4-vinylbenzene

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

C15H19N3S

C15H19N3S

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 12h; Schlenk technique; Inert atmosphere;97%
3-bromobenzoyl chloride
1711-09-7

3-bromobenzoyl chloride

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

2-[1-(3-bromobenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(3-bromophenyl)propane-1,3-dione
1228685-35-5

2-[1-(3-bromobenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(3-bromophenyl)propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;89%
1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

3-fluorobenzoyl chloride
1711-07-5

3-fluorobenzoyl chloride

2-[1-(3-fluorobenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(3-fluorophenyl)propane-1,3-dione
1228685-32-2

2-[1-(3-fluorobenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(3-fluorophenyl)propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;88%
4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

2-[1-(4-fluorobenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(4-fluorophenyl)propane-1,3-dione
1228685-31-1

2-[1-(4-fluorobenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(4-fluorophenyl)propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;84%
4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

2-[1-(4-methoxybenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(4-methoxyphenyl)propane-1,3-dione
1228685-29-7

2-[1-(4-methoxybenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(4-methoxyphenyl)propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;83%
benzoyl chloride
98-88-4

benzoyl chloride

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

2-(1-benzoyl-3-methyltetrahydropyrimidin-2(1H)-ylidene)-1,3-diphenylpropane-1,3-dione

2-(1-benzoyl-3-methyltetrahydropyrimidin-2(1H)-ylidene)-1,3-diphenylpropane-1,3-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;82%
With triethylamine In tetrahydrofuran Inert atmosphere;
4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

2-[1-methyl-3-(4-methylbenzoyl)tetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(4-methylphenyl)propane-1,3-dione
1228685-30-0

2-[1-methyl-3-(4-methylbenzoyl)tetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(4-methylphenyl)propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;82%
4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

2-[1-(4-chlorobenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(4-chlorophenyl)propane-1,3-dione
1228685-28-6

2-[1-(4-chlorobenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(4-chlorophenyl)propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;80%
m-Chlorobenzoyl chloride
618-46-2

m-Chlorobenzoyl chloride

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

2-[1-(3-chlorobenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(3-chlorophenyl)propane-1,3-dione
1228685-34-4

2-[1-(3-chlorobenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(3-chlorophenyl)propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;79%
para-fluorophenyl isocyanate
1195-45-5

para-fluorophenyl isocyanate

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

N,7-bis(4-fluorophenyl)-1-methyl-6,8-dioxo-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,6-a]pyrimidine-9-carboxamide
1227407-98-8

N,7-bis(4-fluorophenyl)-1-methyl-6,8-dioxo-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,6-a]pyrimidine-9-carboxamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere; Reflux;76%
1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

3-Methylbenzoyl chloride
1711-06-4

3-Methylbenzoyl chloride

2-[1-methyl-3-(3-methylbenzoyl)tetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(3-methylphenyl)propane-1,3-dione
1228685-36-6

2-[1-methyl-3-(3-methylbenzoyl)tetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(3-methylphenyl)propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;74%
p-Tolylisocyanate
622-58-2

p-Tolylisocyanate

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

1-methyl-6,8-dioxo-N,7-di-p-tolyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,6-a]pyrimidine-9-carboxamide
1227407-96-6

1-methyl-6,8-dioxo-N,7-di-p-tolyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,6-a]pyrimidine-9-carboxamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere; Reflux;74%
phenyl isocyanate
103-71-9

phenyl isocyanate

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

1-methyl-6,8-dioxo-N,7-diphenyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,6-a]pyrimidine-9-carboxamide
1227407-95-5

1-methyl-6,8-dioxo-N,7-diphenyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,6-a]pyrimidine-9-carboxamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere; Reflux;71%
n-octyne
629-05-0

n-octyne

carbon monoxide
201230-82-2

carbon monoxide

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

7-hexyl-1,8a-dimethyl-1,2,3,4-tetrahydropyrrolo[1,2-a]pyriamidin-6(8aH)-one
1418740-37-0

7-hexyl-1,8a-dimethyl-1,2,3,4-tetrahydropyrrolo[1,2-a]pyriamidin-6(8aH)-one

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene at 80℃; under 60804.1 Torr; for 6h; Pauson-Khand Annulation; Autoclave;64%
4-Methoxyphenyl isocyanate
5416-93-3

4-Methoxyphenyl isocyanate

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

N,7-bis(4-methoxyphenyl)-1-methyl-6,8-dioxo-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,6-a]pyrimidine-9-carboxamide
1227407-97-7

N,7-bis(4-methoxyphenyl)-1-methyl-6,8-dioxo-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,6-a]pyrimidine-9-carboxamide

Conditions
ConditionsYield
In acetonitrile at 20℃; Inert atmosphere; Reflux;63%
m-anisoyl chloride
1711-05-3

m-anisoyl chloride

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

2-[1-(3-methoxybenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(3-methoxyphenyl)propane-1,3-dione
1228685-33-3

2-[1-(3-methoxybenzoyl)-3-methyltetrahydropyrimidin-2(1H)-ylidene]-1,3-bis(3-methoxyphenyl)propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;61%
carbon monoxide
201230-82-2

carbon monoxide

5-hexyn-1-yl acetate
68274-83-9

5-hexyn-1-yl acetate

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

7-(4-acetoxy)butyl-1,8a-dimethyl-1,2,3,4-tetrahydropyrrolo[1,2-a]pyriamidin-6(8aH)-one
1418740-39-2

7-(4-acetoxy)butyl-1,8a-dimethyl-1,2,3,4-tetrahydropyrrolo[1,2-a]pyriamidin-6(8aH)-one

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene at 80℃; under 60804.1 Torr; for 6h; Pauson-Khand Annulation; Autoclave;61%
2-formylbenzo[b]furan
4265-16-1

2-formylbenzo[b]furan

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

1-methyl-2-<(2-benzofuryl)vinyl>-1,4,5,6-tetrahydropyrimidine formate

1-methyl-2-<(2-benzofuryl)vinyl>-1,4,5,6-tetrahydropyrimidine formate

Conditions
ConditionsYield
With lithium fluoride at 50℃; for 18h;52%
1,4-diphenyl-1,3-butadiyne
886-66-8

1,4-diphenyl-1,3-butadiyne

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

N-(2-(3,6-diphenylpyridin-2-yl)ethyl)-N-methylacetamide

N-(2-(3,6-diphenylpyridin-2-yl)ethyl)-N-methylacetamide

Conditions
ConditionsYield
With carbon dioxide; water; caesium carbonate In acetonitrile at 80℃; for 48h; Reagent/catalyst; Schlenk technique;45%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

1-methyl-2-<2-(3,4,5-trimethoxyphenyl)vinyl>-1,4,5,6-tetrahydropyrimidine formate

1-methyl-2-<2-(3,4,5-trimethoxyphenyl)vinyl>-1,4,5,6-tetrahydropyrimidine formate

Conditions
ConditionsYield
With lithium fluoride at 50℃; for 18h;42%
2-Thiophenecarbonyl chloride
5271-67-0

2-Thiophenecarbonyl chloride

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

2-(1-Methyl-tetrahydro-pyrimidin-2-ylidene)-1,3-di-thiophen-2-yl-propane-1,3-dione

2-(1-Methyl-tetrahydro-pyrimidin-2-ylidene)-1,3-di-thiophen-2-yl-propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In acetonitrile Ambient temperature;40.5%
piperonal
120-57-0

piperonal

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

1-methyl-2-<2-(3,4-methylenedioxyphenyl)vinyl>-1,4,5,6-tetrahydropyrimidine formate

1-methyl-2-<2-(3,4-methylenedioxyphenyl)vinyl>-1,4,5,6-tetrahydropyrimidine formate

Conditions
ConditionsYield
With lithium fluoride at 50℃; for 18h;40%
1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

4-chloro-3-nitro-benzoyl chloride
38818-50-7

4-chloro-3-nitro-benzoyl chloride

1,3-Bis-(4-chloro-3-nitro-phenyl)-2-(1-methyl-tetrahydro-pyrimidin-2-ylidene)-propane-1,3-dione

1,3-Bis-(4-chloro-3-nitro-phenyl)-2-(1-methyl-tetrahydro-pyrimidin-2-ylidene)-propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In acetonitrile Ambient temperature;40%
3-methyl-2-thiophenecarboxaldehdye
5834-16-2

3-methyl-2-thiophenecarboxaldehdye

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

1-methyl-2-<(3-methyl)thio-2-thenoyl methylene>hexahydropyrimidine
83467-08-7

1-methyl-2-<(3-methyl)thio-2-thenoyl methylene>hexahydropyrimidine

Conditions
ConditionsYield
With sulfur In xylene Heating; 5-8 h;37.8%
2-furancarbonyl chloride
527-69-5

2-furancarbonyl chloride

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

1,3-Di-furan-2-yl-2-(1-methyl-tetrahydro-pyrimidin-2-ylidene)-propane-1,3-dione

1,3-Di-furan-2-yl-2-(1-methyl-tetrahydro-pyrimidin-2-ylidene)-propane-1,3-dione

Conditions
ConditionsYield
With triethylamine In acetonitrile Ambient temperature;37%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine
4271-96-9

1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

1-methyl-2-(thio-2-thenoyl methylene)hexahydropyrimidine
83467-07-6

1-methyl-2-(thio-2-thenoyl methylene)hexahydropyrimidine

Conditions
ConditionsYield
With sulfur In xylene Heating; 5-8 h;36.8%

4271-96-9Downstream Products

4271-96-9Relevant articles and documents

Synthesis and menatocidal activities of arylvinyltetrahydropyrimidines

Kraouti,Caujolle,Labidalle,Payard,Bories,Loiseau,Gayral

, p. 979 - 982 (1993)

-

Synthesis method of 1,2-dimethyl-1,4,5,6-tetrahydropyrimidine

-

Paragraph 0025; 0028; 0031; 0032; 0037; 0042; 0047-0057, (2018/11/27)

The invention discloses a synthesis method of 1,2-dimethyl-1,4,5,6-tetrahydropyrimidine. A novel route is chosen, reactions are efficiently and quickly carried out under the assistance of microwaves,and the product yield is high. The synthesis method has the advantages of simple reaction route, easy operation, short reaction time, and high yield.

Push-pull alkenes by reacting N,N′-dimethyl cyclic ketene N,N′-acetals with isocyanates: synthesis, structures, and reactivities

Ye, Guozhong,Henry, William P.,Chen, Chunlong,Zhou, Aihua,Pittman Jr., Charles U.

supporting information; experimental part, p. 2135 - 2139 (2009/07/26)

N,N′-Dimethyl cyclic ketene N,N′-acetals react with two or three equivalents of isocyanates to generate tetrasubstituted push-pull alkene derivatives in one-pot sequential reactions. X-ray crystallography showed significant elongations and out of plane distorsions of the polarized carbon-carbon double bonds.

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