1-ISOPROPENYL-2-BENZIMIDAZOLIDINONE Chemical Properties

Melting point:

120-124 °C

Boiling point:

305.17°C (rough estimate)

Density 

1.1455 (rough estimate)

refractive index 

1.6300 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

11.72±0.30(Predicted)

form 

Crystalline Powder

color 

White to slightly cream

BRN 

140587

InChI

InChI=1S/C10H10N2O/c1-7(2)12-9-6-4-3-5-8(9)11-10(12)13/h3-6H,1H2,2H3,(H,11,13)

InChIKey

XFASJWLBXHWUMW-UHFFFAOYSA-N

SMILES

C1(=O)N(C(C)=C)C2=CC=CC=C2N1

CAS DataBase Reference

52099-72-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,T

Risk Statements 

22-25

Safety Statements 

22-24/25-45

RIDADR 

UN 2810 6.1/PG 3

WGK Germany 

3

HazardClass 

6.1

HS Code 

29339980

MSDS

• Language:English Provider:ACROS
• Language:English Provider:ALFA

1-ISOPROPENYL-2-BENZIMIDAZOLIDINONE Usage And Synthesis

Chemical Properties

Off-White Crystalline Solid

Synthesis

General procedure for the synthesis of 1,3-dihydro-1-(1-methylethynyl)-2H-benzimidazol-2-one from ethyl acetoacetate and o-phenylenediamine: 50 grams of o-phenylenediamine, 90 grams of ethyl acetoacetate, and 5 grams of sodium hydroxide were dissolved in 300 ml of o-xylene. The reaction was refluxed at 130°C for about 7 hours, during which time the water generated was removed by means of a water separator. Upon completion of the reaction, the reaction mixture was cooled to 80 °C and washed twice with 100 ml of water to remove water-soluble impurities. Subsequently, the mixture was cooled to 0 °C to allow the target product to precipitate as a white solid. The solid product was collected by filtration and dried to give 65 g of 1,3-dihydro-1-(1-methylethynyl)-2H-benzimidazol-2-one (DOM-2) in 94% yield.

References

[1] Patent: CN108129396, 2018, A. Location in patent: Paragraph 0022; 0023; 0033; 0034
[2] Bulletin des Societes Chimiques Belges, 1987, vol. 96, # 10, p. 787 - 792
[3] Patent: CN102816121, 2016, B. Location in patent: Paragraph 0022-0024
[4] Journal of Chemical Research - Part S, 1996, # 2, p. 92 - 93
[5] Russian Journal of Physical Chemistry A, 2015, vol. 89, # 5, p. 807 - 811

1-ISOPROPENYL-2-BENZIMIDAZOLIDINONE(52099-72-6)Related Product Information

• 1,3-dihydro-4-methyl-2H-1,5-benzodiazepin-2-one
• Flibanserin-d4
• Flibanserin
• 1-ACETYL-2-METHYLBENZIMIDAZOLE
• 1-(3-Trifluoromethylphenyl)piperazine hydrochloride
• 1-(prop-1-en-2-yl)-3-(2-(4-(3-(trifluoromethyl)phenyl)piperazin-1-yl)ethyl)-1H-benzo[d]imidazol-2(3H)-one
• 3,3'-(ethane-1,2-diyl)bis(1-(2-chloroethyl)-1H-benzo[d]imidazol-2(3H)-one)
• 1,2-bis(4-(3-(trifluoromethyl)phenyl)piperazin-1-yl)ethane
• Flibanserin Hydrochloride
• 4-methyl-1H-benzo[b][1,4]diazepin-2(3H)-one
• 1,3-bis(2-chloroethyl)benzimidazolin-2-one
• DROPERIDOL
• 1-ISOPROPENYL-2-BENZIMIDAZOLIDINONE
• 1,3-DIHYDRO-1-(1,2,3,6-TETRAHYDRO-4-PYRIDINYL)-2H-BENZIMIDAZOLE-2-ONE
• 1-[1-(CYCLOOCTYLMETHYL)-1,2,3,6-TETRAHYDRO-5-(HYDROXYMETHYL)-4-PYRIDINYL]-3-ETHYL-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-ONE HYDROCHLORIDE
• 2H-BENZIMIDAZOL-2-ONE, 1,3-DIHYDRO-1-(2-HYDROXYETHYL)-3-(1-METHYLETHENYL)-
• 4-(3-ISOPROPENYL-2-OXO-2,3-DIHYDRO-1H-1,3-BENZIMIDAZOL-1-YL)BUTANOIC ACID
• 1-(1-BENZYL-1,2,3,6-TETRAHYDRO-PYRIDIN-4-YL)-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE