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504-74-5

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504-74-5 Usage

Uses

The imidazolines, was discovered at American Cyanamid in the early 1980s. Extensive research has led to the development of four commercial compounds: imazapyr, imazamethabenzmethyl, imazethapyr, and imazaquin. Like the sulfonylureas, the imidazolines are extremely active at low rates.

Structure and conformation

Dihydroimidazole is a five-membered, nonplanar, and nonaromatic heterocycle, derived by the partial reduction of one of the two double bonds of the imidazole ring. The dihydroimidazoles are also referred to as imidazolines and there are three possible regioisomeric forms: 4,5-dihydroimidazole (2-imidazoline), 2,5-dihydroimidazole (3-imidazoline), and 2,3- dihydroimidazole (4-imidazoline). The 2- and 3-imidazolines contain an imine center, while 4-imidazoline contains an alkene substructure. Among these three isomeric forms, the chemistry of 2-imidazoline is more developed than 3- and 4-imidazolines.

Check Digit Verification of cas no

The CAS Registry Mumber 504-74-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 4 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 504-74:
(5*5)+(4*0)+(3*4)+(2*7)+(1*4)=55
55 % 10 = 5
So 504-74-5 is a valid CAS Registry Number.
InChI:InChI=1/C3H8N2/c1-2-5-3-4-1/h4-5H,1-3H2

504-74-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name imidazolidine

1.2 Other means of identification

Product number -
Other names Imidazolidin

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:504-74-5 SDS

504-74-5Synthetic route

formaldehyd
50-00-0

formaldehyd

ethylenediamine
107-15-3

ethylenediamine

tetrahydroimidazole
504-74-5

tetrahydroimidazole

Conditions
ConditionsYield
With magnesium sulfate; potassium carbonate In chloroform at 20℃; for 18h;71%
at 100℃; for 0.5h;
With magnesium sulfate; potassium carbonate In chloroform for 17h; Ambient temperature;
endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene
1367520-68-0

endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene

ethylenediamine
107-15-3

ethylenediamine

A

tetrahydroimidazole
504-74-5

tetrahydroimidazole

B

cis-endo-N,N'-di(p-tolyl)bicyclo[2.2.1]hept-5-ene-2,3-diamine
1367903-87-4

cis-endo-N,N'-di(p-tolyl)bicyclo[2.2.1]hept-5-ene-2,3-diamine

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 150℃; for 48h;A n/a
B 22%
formaldehyd
50-00-0

formaldehyd

ethylenediamine hydrochloride
18299-54-2

ethylenediamine hydrochloride

tetrahydroimidazole
504-74-5

tetrahydroimidazole

Conditions
ConditionsYield
With water
1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane
51-46-7

1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane

A

tetrahydroimidazole
504-74-5

tetrahydroimidazole

B

1,3,5-triazabicyclo[3.2.1]-octane
280-29-5

1,3,5-triazabicyclo[3.2.1]-octane

C

hexamethylenetetramine
100-97-0

hexamethylenetetramine

D

1,3,6,8-tetraazatricyclo[4.3.1.13,8]undecane

1,3,6,8-tetraazatricyclo[4.3.1.13,8]undecane

Conditions
ConditionsYield
With ammonium fluoride In water-d2 at 23℃; for 8h; Title compound not separated from byproducts.;
tetrahydroimidazole
504-74-5

tetrahydroimidazole

formaldehyd
50-00-0

formaldehyd

1,7-Octadiyne
871-84-1

1,7-Octadiyne

1,3-di(nona-2,8-diyn-1-yl)imidazolidine

1,3-di(nona-2,8-diyn-1-yl)imidazolidine

Conditions
ConditionsYield
With copper(l) chloride In toluene at 100℃; for 8h; Mannich Aminomethylation; Inert atmosphere;62%
tetrahydroimidazole
504-74-5

tetrahydroimidazole

formaldehyd
50-00-0

formaldehyd

hepta-1,6-diyne
2396-63-6

hepta-1,6-diyne

1,3-di(octa-2,7-diyn-1-yl)imidazolidine

1,3-di(octa-2,7-diyn-1-yl)imidazolidine

Conditions
ConditionsYield
With copper(l) chloride In toluene at 100℃; for 8h; Mannich Aminomethylation; Inert atmosphere;51%
tetrahydroimidazole
504-74-5

tetrahydroimidazole

pivaloyl chloride
3282-30-2

pivaloyl chloride

1,3-dipivaloylimidazolidine
116046-91-4

1,3-dipivaloylimidazolidine

Conditions
ConditionsYield
With sodium hydroxide In water at -20 - -10℃; for 1h;50%
tetrahydroimidazole
504-74-5

tetrahydroimidazole

benzoyl chloride
98-88-4

benzoyl chloride

1,3-dibenzoyl-imidazolidine
49738-18-3

1,3-dibenzoyl-imidazolidine

Conditions
ConditionsYield
With sodium hydroxide at 25℃; for 1h;40%
With sodium hydroxide
With pyridine In chloroform Yield given;
tetrahydroimidazole
504-74-5

tetrahydroimidazole

5-Chlor-3-(4-chlorphenyl)-4-phenylisoxazol
123476-78-8

5-Chlor-3-(4-chlorphenyl)-4-phenylisoxazol

A

N1-[3-(4-Chloro-phenyl)-4-phenyl-isoxazol-5-yl]-ethane-1,2-diamine
123476-97-1

N1-[3-(4-Chloro-phenyl)-4-phenyl-isoxazol-5-yl]-ethane-1,2-diamine

B

5-(Tetrahydroimidazolo)-3-(4-chlorphenyl)-4-phenylisoxazol
130719-54-9

5-(Tetrahydroimidazolo)-3-(4-chlorphenyl)-4-phenylisoxazol

Conditions
ConditionsYield
In tetrahydrofuran for 24h; Heating;A n/a
B 19%
tetrahydroimidazole
504-74-5

tetrahydroimidazole

phenyl isocyanate
103-71-9

phenyl isocyanate

imidazolidine-1,3-dicarboxylic acid-dianilide

imidazolidine-1,3-dicarboxylic acid-dianilide

Conditions
ConditionsYield
With diethyl ether
tetrahydroimidazole
504-74-5

tetrahydroimidazole

A

1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane
51-46-7

1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane

B

ethylenediamine
107-15-3

ethylenediamine

Conditions
ConditionsYield
Erhitzen;
tetrahydroimidazole
504-74-5

tetrahydroimidazole

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Imidazolidine-1,3-dicarboxylic acid di-tert-butyl ester

Imidazolidine-1,3-dicarboxylic acid di-tert-butyl ester

Conditions
ConditionsYield
In chloroform Yield given;
tetrahydroimidazole
504-74-5

tetrahydroimidazole

propionyl chloride
79-03-8

propionyl chloride

1,3-dipropionyl-imidazolidine
49738-16-1

1,3-dipropionyl-imidazolidine

Conditions
ConditionsYield
With pyridine In chloroform Yield given;
tetrahydroimidazole
504-74-5

tetrahydroimidazole

methyl chloroformate
79-22-1

methyl chloroformate

Imidazolidine-1,3-dicarboxylic acid dimethyl ester

Imidazolidine-1,3-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With pyridine In chloroform Yield given;
tetrahydroimidazole
504-74-5

tetrahydroimidazole

N-(4-chloro-2-butynyl)-2-cyclohexyl-2-hydroxy-2-phenylacetamide
131838-93-2

N-(4-chloro-2-butynyl)-2-cyclohexyl-2-hydroxy-2-phenylacetamide

N-[4-{2-(cyanoimino)-1-imidazolidinyl}-2-butynyl]-2-cyclohexyl-2-hydroxy-2-phenylacetamide
131839-31-1

N-[4-{2-(cyanoimino)-1-imidazolidinyl}-2-butynyl]-2-cyclohexyl-2-hydroxy-2-phenylacetamide

Conditions
ConditionsYield
In methanol; chloroform; mineral oil
tetrahydroimidazole
504-74-5

tetrahydroimidazole

1-propargyl-2-(2-bromo-6-fluorophenylimino)-imidazolidine
84858-00-4

1-propargyl-2-(2-bromo-6-fluorophenylimino)-imidazolidine

imidazo[1,2-a]pyrimidine
274-95-3

imidazo[1,2-a]pyrimidine

8-(2-Bromo-6-fluorophenyl)-2,3,5,8-tetrahydro-imidazo[1,2-a]pyrimidine

8-(2-Bromo-6-fluorophenyl)-2,3,5,8-tetrahydro-imidazo[1,2-a]pyrimidine

Conditions
ConditionsYield
With sodium hydroxide In hydrogenchloride; ethanol
tetrahydroimidazole
504-74-5

tetrahydroimidazole

1-propargyl-2-(2,6-dichlorophenylimino)-imidazolidine

1-propargyl-2-(2,6-dichlorophenylimino)-imidazolidine

1-(2,6-Dichlorophenyl)-2,3,5,6-tetrahydro-2-methylene-1H-imidazo[1,2-a]imidazole
84857-90-9

1-(2,6-Dichlorophenyl)-2,3,5,6-tetrahydro-2-methylene-1H-imidazo[1,2-a]imidazole

Conditions
ConditionsYield
With sodium hydroxide In hydrogenchloride; ethanol
tetrahydroimidazole
504-74-5

tetrahydroimidazole

1-propargyl-2-(2,6-dichlorophenylimino)-imidazolidine

1-propargyl-2-(2,6-dichlorophenylimino)-imidazolidine

8-(2,6-Dichlorophenyl)-2,3,5,8-tetrahydro-imidazo[1,2-a]pyrimidine

8-(2,6-Dichlorophenyl)-2,3,5,8-tetrahydro-imidazo[1,2-a]pyrimidine

Conditions
ConditionsYield
With sodium hydroxide In hydrogenchloride; ethanol
tetrahydroimidazole
504-74-5

tetrahydroimidazole

1-propargyl-2-(2-bromo-6-fluorophenylimino)-imidazolidine

1-propargyl-2-(2-bromo-6-fluorophenylimino)-imidazolidine

1-(2-bromo-6-fluorophenyl)-2,3,5,6-tetrahydro-2-methylene-1H-imidazo[1,2-a]imidazole

1-(2-bromo-6-fluorophenyl)-2,3,5,6-tetrahydro-2-methylene-1H-imidazo[1,2-a]imidazole

Conditions
ConditionsYield
With sodium hydroxide In hydrogenchloride; ethanol
tetrahydroimidazole
504-74-5

tetrahydroimidazole

1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

2BF4(1-)*C11H22N2(2+)

2BF4(1-)*C11H22N2(2+)

Conditions
ConditionsYield
With potassium carbonate; potassium tetrafluoroborate In acetonitrile for 6h; Heating / reflux;
tetrahydroimidazole
504-74-5

tetrahydroimidazole

formaldehyd
50-00-0

formaldehyd

2,4-di-tert-Butylphenol
96-76-4

2,4-di-tert-Butylphenol

1,3-bis(2-hydroxy-3,5-di-tert-butylbenzyl)imidazolidine
936741-84-3

1,3-bis(2-hydroxy-3,5-di-tert-butylbenzyl)imidazolidine

Conditions
ConditionsYield
Mannich Aminomethylation;

504-74-5Relevant articles and documents

Synthesis of vicinal diamino-endo, cis-norbornene derivatives

Hossain, Delwar,Lavoie, Gino G.

experimental part, p. 1200 - 1210 (2012/04/10)

The synthesis of 2,3-disubstituted-endo,cis-norborn-5-ene derivatives is described. Cyclic ureas and cis vicinal diamines substituted with p-tolyl and perfluorophenyl rings were prepared. The use of potassium carbonate as an innocuous CO source for the formation of a cyclic urea was demonstrated. Copyright Taylor & Francis Group, LLC.

METHODS AND COMPOSITIONS FOR REPELLING ARTHROPODS

-

Page/Page column 25, (2008/12/07)

A method for repelling arthropods involving treating an object or area with an arthropod repelling effective amount of at least one compound having the formula wherein X is O, S, NH, N-NH2, N-CH3 or CH2, R' is H or alkyl, R" is alkyl, n is 0, 1, 2, 3 or 4, and mixtures thereof, optionally including a earner material or earner. The compound is preferably selected from homopiperazine, 1-methylhomopiperazine, 1-methylpyrrolidine, (R)- (-)-2-methylpiperazine, (S)-(+)-2-methylpiperazine, 2-methylpiperazine, 1 -methylpiperazine, pyrrolidine, 1-methylpiperidine, piperidine, 1-ethylpiperazine, 1-methylimidazolidine, 1- methylthiomorpholine, 1,4-dimethylpiperazine, homopiperidine, imidazolidine, 4- methylpiperidine, thiomoφholine, l-amino-4-methylpiperazine, 4-methylmoipholine, azocane, 2,6-dimethylpiperazine, 2,5-dimethylpiperazine, piperazine, 1-methylhomopiperidine, or mixtures thereof.

Acyl Derivatives of Cyclic Secondary Amines. Part 1. Dipole Stabilization of Anions: the Cumulative effect of Two Stabilizing Groups

Katritzky, Alan R.,Murugan, Ramiah,Luce, Hudson,Zerner, Michael,Ford, George P.

, p. 1695 - 1700 (2007/10/02)

Lithiation studies with diacylimidazolidines, diacylhexahydropyrimidines, and triacylhexahydro-1,3,5-triazines indicate that no substantial increase in carbanion stability occurs as a result of the introduction of the second stabilizing group.Relative energies are calculated for three conformers of lithiated diformylimidazolidine, six conformers of lithiated diformylhexahydropyrimidine, and eight conformers of lithiated triformylhexahydro-sym-triazine.For the six-membered rings, conformers with equatorial lithium are always more stable those those with axial lithium.Although equatorial syn-syn conformers (with double O-Li co-ordination) are more stable than equatorial syn-anti, the difference is significantly less than that found between the corresponding syn-anti and (least stable) anti-anti conformers.

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