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3a,6a-Diphenyloctahydroimidazo[4,5-d]imidazole-2,5-dione is a bicyclic bis-urea derivative with a chemical structure that features two phenyl groups attached to an octahydroimidazoimidazole core. It is a white to off-white solid and has been identified as an impurity in the synthesis of Phenytoin (D491650).

5157-15-3

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5157-15-3 Usage

Uses

Used in Pharmaceutical Industry:
3a,6a-Diphenyloctahydroimidazo[4,5-d]imidazole-2,5-dione is used as an impurity in the synthesis of Phenytoin (D491650) for [application reason] the production of this anticonvulsant medication.
Used in Research and Development:
3a,6a-Diphenyloctahydroimidazo[4,5-d]imidazole-2,5-dione is used as a research compound for [application reason] studying its potential anticonvulsant activity and exploring its possible applications in the development of new medications for seizure disorders.
Used in Quality Control and Analysis:
3a,6a-Diphenyloctahydroimidazo[4,5-d]imidazole-2,5-dione is used as a reference compound for [application reason] quality control and analysis in the pharmaceutical industry, ensuring the purity and efficacy of Phenytoin and other related medications.

Check Digit Verification of cas no

The CAS Registry Mumber 5157-15-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,5 and 7 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 5157-15:
(6*5)+(5*1)+(4*5)+(3*7)+(2*1)+(1*5)=83
83 % 10 = 3
So 5157-15-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H14N4O2/c21-13-17-15(11-7-3-1-4-8-11)16(19-13,20-14(22)18-15)12-9-5-2-6-10-12/h1-10H,(H2,17,19,21)(H2,18,20,22)

5157-15-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name Diphenylglycoluril

1.2 Other means of identification

Product number -
Other names 3a,6a-Diphenyloctahydroimidazo[4,5-d]imidazole-2,5-dione

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:5157-15-3 SDS

5157-15-3Downstream Products

5157-15-3Relevant academic research and scientific papers

One step liquid phase heterogeneous synthesis of phenytoin over MgAl calcined hydrotalcites

Sachdev, Divya,Dubey, Amit

, p. 1063 - 1067 (2010)

Heterogeneous liquid phase synthesis of phenytoin (5,5-diphenylhydantoin) was carried out over MgAl calcined hydrotalcites for the first time under environmental friendly conditions. The catalytic activity results showed very high conversion (80-95%) and selectivity (90-95%) of the desired product phenytoin over MgAl calcined hydrotalcites. The calcined hydrotalcites can be recycled without further loss in the activity and the possible mechanism of the reaction is also proposed.

Mechanistic Studies in the Chemistry of Urea. Part 4. Reactions of Urea, 1-Methylurea, and 1,3-Dimethylurea with Benzil in Acid Solution

Butler, Anthony R.,Leitch, Elizabeth

, p. 103 - 105 (1980)

In acid solution benzil reacts with urea and with 1-methylurea to give the bicyclic products (2) and (3b) and with 1,3-dimethylurea to give 1,3-dimethyl-5,5-diphenylhydantoin (5).The initial step in the reaction is attack by urea on protonated benzil to g

Synthesis of Glycoluril using Urea Phosphate

Karpagalakshmi, K.,Lakshminarayanan, P.,Prakash, R.,Ramalakshmi, S.,Selvapalam, N.,Usha, G.,Yang, C.

, p. 1988 - 1992 (2022/01/24)

Abstract: Glycolurils are building blocks for the synthesis of cucurbiturils that are important host materials for several applications. Glycolurils are prepared conveniently by the condensation of 1,2-diketones with urea using an acid as catalyst. Herein, we report a facile method of synthesis of various glycolurils using urea phosphate and 1,2-diketones.

Synthesis of glycolurils and hydantoins by reaction of urea and 1, 2-dicarbonyl compounds using etidronic acid as a “green catalyst”

Bakibaev, Abdigali A.,Uhov, Artur,S. Malkov, Victor,Yu. Panshina, Svetlana

, p. 4262 - 4270 (2020/10/02)

Most of the known methods for the synthesis of heterocyclic compounds have disadvantages, such as a long reaction time and aggressive conditions. We have developed a new, rather simple and efficient method for the synthesis of a number of glycoluryls and hydantoins in water using a etidronic acid (HEDP) as “Green catalyst.” So, for the first time, the condensation reaction of ureas with 1, 2-dicarbonyl compounds was carried out in the presence of HEDP. Also based on NMR studies, a chemism of these reactions, which is stepwise, is proposed. It has been established that the optimal conditions for the synthesis of glycoluryls and hydantoins using HEDP are: temperature 80°C-90°C, 40-20 minutes, and the ratio of urea and HEDP is 1:1. In all cases, the remaining aqueous filtrate containing HEDP after the reaction can be reused for other cycles synthesis of glycoluril and other compounds, because HEDP is not converted during the reaction.

Oxidation of Thioamides to Amides with Tetrachloro- and Tetrabromoglycolurils

Arrous, S.,Boudebouz, I.,Parunov, I. V.

, p. 1874 - 1877 (2020/02/03)

Tetrabromo- and tetrachloroglycolurils have been shown to act as good oxidants capable of converting thioamides to the corresponding amides. This approach offers such advantages as good yields (81–99%), short reaction times (10–25 min), simple workup procedure, and environmental safety.

Rapid and scalable synthesis of chiral porphyrin cage compounds

Gilissen, Pieter J.,Swartjes, Anne,Spierenburg, Bram,Bruekers, Jeroen P.J.,Tinnemans, Paul,White, Paul B.,Rutjes, Floris P.J.T.,Nolte, Roeland J.M.,Elemans, Johannes A.A.W.

, p. 4640 - 4647 (2019/07/12)

An improved and scalable synthetic route to chiral porphyrin cage compounds, which will be used as catalytic machines for the encoding of information into polymers, has been developed. The porphyrin cage was made chiral by introducing one or two nitro gro

A novel dansyl-appended glycoluril-based fluorescence sensor for silver ions

Azam, Amir,Chawla,Pandey, Shubha

scheme or table, p. 4710 - 4711 (2010/09/20)

Tetra-dansylated diphenyl glycoluril has been synthesized and evaluated for ionic recognition. The synthesized molecular receptor shows selective response to silver ions as determined through the enhancement of fluorescence intensity.

Synthesis of glycoluril catalyzed by potassium hydroxide under ultrasound irradiation

Li, Ji-Tai,Liu, Xiao-Ru,Sun, Ming-Xuan

experimental part, p. 55 - 57 (2010/11/16)

Synthesis of the glycolurils catalyzed by potassium hydroxide was carried out in 17-75% yield at 40 °C in EtOH under ultrasound irradiation. Compared to the method using stirring, the main advantage of the present procedure is milder conditions and shorter reaction time.

Preparation of several active N-chloro compounds from trichloroisocyanuric acid

Shiri, Azam,Khoramabadi-Zad, Ahmad

experimental part, p. 2797 - 2801 (2010/01/21)

A very simple method for the preparation of several activeN-chloro compounds that have extensive applications in organic synthesis, industry, and medicine has been developed.Tetrachloroglycolurils, chloramine-T, N-chlorosaccharin, N-chlorosuccinimide, N-chlorophthalimide, N,N¢-dichlorophenobarbital,and N,N¢-dichlorobarbital were synthesized by chlorination with trichloroisocyanuric acid under mild reaction conditions at roomtemperature. This method is clean, fast, and efficient; the yields are also good to excellent. Georg Thieme Verlag Stuttgart.

Synthesis of some novel tetraimidazolium salts derived from diphenyl- and dimethylglycolurils

Rahimizadeh, Mohammad,Seresht, Esmaeel Rezaei,Golari, Neda,Bakavoli, Mehdi

scheme or table, p. 639 - 645 (2009/07/25)

Several new tetrabromo compounds based on diphenyl- and dimethylglycolurils were synthesized. Sequential treatment of these compounds with imidazole, methyl iodide, and sodium tetrafluoroborate gave their corresponding tetra imidazolium salts. Some of the

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