1444-94-6

Basic information

• Product Name: 1,2-Cyclohexanedicarboximide
• Synonyms: CIS-HEXAHYDROPHTHALIMIDE;CIS-1 2-CYCLOHEXANEDICARBOXIMIDE;HEXAHYDROPHTHALIMIDE;HEXAHYDROPHTHALIMIDE (HHPI);1,2-Cyclohexanedicarboximide;hexahydrophthalimide,1,2-Cyclohexanedicarboximide;3a,4,5,6,7,7a-Hexahydro-1H-isoindole-1,3(2H)-dione;Hexahydroisoindoline-1,3-dione
• CAS NO: 1444-94-6
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.18
• EINECS: 215-889-2
• Product Categories: Diels-Alder Adducts;Acids and Derivatives;Heterocycles;API intermediates;Heterocyclic Building Blocks;Imidazoles ,Homopiperidines
• Mol File: 1444-94-6.mol

Chemical Properties

• Melting Point: 135.0 to 139.0 °C
• Boiling Point: 330.8 °C at 760 mmHg
• Flash Point: 159.3 °C
• Appearance: white crystalline powder
• Density: 1.18 g/cm³
• Vapor Pressure: 0.000163mmHg at 25°C
• Refractive Index: 1.506
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 11.97±0.20(Predicted)
• CAS DataBase Reference: 1,2-Cyclohexanedicarboximide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Cyclohexanedicarboximide(1444-94-6)
• EPA Substance Registry System: 1,2-Cyclohexanedicarboximide(1444-94-6)

Safety Data

• Hazardous Substances Data: 1444-94-6(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

InChI:InChI=1/C8H11NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h5-6H,1-4H2,(H,9,10,11)/t5-,6+

Upstream product

• 1469-48-3 cis-1,2,3,6-Tetrahydrophthalimide 
• 85-42-7 1,2-Cyclohexanedicarboxylic acid-anhydride 
• 136918-14-4 phthalimide 
• 64-19-7 acetic acid 

Downstream Products

• 99012-87-0 N-(4-bromobutyl)cyclohexane-1,2-dicarboximide 
• 95553-62-1 2-(4r-methyl-5c-phenyl-oxazolidin-3-ylmethyl)-hexahydro-isoindole-1,3-dione 
• 95553-62-1 2-(4r-methyl-5c-phenyl-oxazolidin-3-ylmethyl)-hexahydro-isoindole-1,3-dione 

Relevant articles and documents

Concomitant monoreduction and hydrogenation of unsaturated cyclic imides to lactams catalyzed by ruthenium compounds

(Chemical Equation Presented) One for two: [Ru4H 6(p-cymene)4]Cl2 and [RuCl2(p- cymene)]2, [Ru], are efficient catalyst precursors for the selective transformation of cyclic imides into saturated lactams (see scheme). The catalytic systems operate with the same reagent (H2) to perform two transformations, namely, monoreduction of the carbonyl groups and hydrogenation of C=C bonds, with the release only of water, which is the solvent of the reaction.

The benzyl can be selectively removed by visible light or near visible light. Method for protecting allyl and propargyl group

The invention provides a method for selectively removing benzyl, allyl and propargyl protecting groups by visible light or near visible light, namely a substrate containing benzyl, allyl or propargyl protecting groups. The method has the advantages of simple operation, safe and clean visible light or near visible light as excitation conditions, cheap and easily available reagents, high reaction yield, high reaction chemistry and regional selectivity, and is suitable for selective removal of benzyl, allyl and propargyl protecting groups in various substrates.

Catalytic Transfer Hydrogenation of Arenes and Heteroarenes

Transfer hydrogenation reactions are of great interest to reduce diverse molecules under mild reaction conditions. To date, this type of reaction has only been successfully applied to alkenes, alkynes and polarized unsaturated compounds such as ketones, imines, pyridines, etc. The reduction of benzene derivatives by transfer hydrogenation has never been described, which is likely due to the high energy barrier required to dearomatize these compounds. In this context, we have developed a catalytic transfer hydrogenation reaction for the reduction of benzene derivatives and heteroarenes to form complex 3-dimensional scaffolds bearing various functional groups at room temperature without needing compressed hydrogen gas.

Selective hydrogenation of lignin-derived compounds under mild conditions

A key challenge in the production of lignin-derived chemicals is to reduce the energy intensive processes used in their production. Here, we show that well-defined Rh nanoparticles dispersed in sub-micrometer size carbon hollow spheres, are able to hydrogenate lignin derived products under mild conditions (30 °C, 5 bar H2), in water. The optimum catalyst exhibits excellent selectivity and activity in the conversion of phenol to cyclohexanol and other related substrates including aryl ethers.

Synthesis of N-unsubstituted cyclic imides from anhydride with urea in deep eutectic solvent (DES) choline chloride/urea

N-Unsubstituted cyclic imides were readily synthesized in deep eutectic solvent (DES) choline chloride (ChCl)/urea from anhydrides with urea. Urea serves as both a DES component and a nitrogen source, which endows the protocol with advantages of smooth reaction, easy separation of products, simple recovery and recycling of ChCl/urea.

AMIDOALKYLPIPERAZINYL DERIVATIVES FOR THE TREATMENT OF CENTRAL NERVOUS SYSTEM DISEASES

The invention relates to novel amidoalkylpiperazinyl derivatives of tricyclic heterocyclic systems of general formula (I), wherein Z represents -NH- and X represents -S-, or Z represents -S- and X represents >C=C1 represents H or -CH3, R6 and R7 both represent H, n is an integer from 0 to 4 inclusive, G represents a cyclic amide or imide moiety, and optical isomers, geometric isomers, and pharmaceutically acceptable salts thereof. The compounds may be useful for the treatment and/or prevention of the central nervous system disorders.

NEW TERTIARY 8-HYDROXYQUINOLINE-7-CARBOXAMIDE DERIVATIVES AND USES THEREOF

New tertiary 8-hydroxyquinoiine-7-carboxamide derivatives of general formula (I) and pharmaceutically acceptable salts thereof are disclosed. These compounds are useful as antifungal agents. Specifically, these compounds were tested against Tricophyton Rubrum, Tricophyton Mentagrophytes, Aspergillus Niger and Scopulariopsis Brevicaulis. These compounds are also active against Candida species such as Candida Albicans and Candida Glabrata.

New tertiary 8-hydroxyquinoline-7-carboxamide derivatives and uses thereof

New tertiary 8-hydroxyquinoline-7-carboxamide derivatives of general formula (I) and pharmaceutically acceptable salts thereof are disclosed. These compounds are useful as antifungal agents. Specifically, these compounds were tested against Tricophyton Rubrum, Tricophyton Mentagrophytes, Aspergillus Niger and Scopulariopsis Brevicaulis. These compounds are also active against Candida species such as Candida Albicans and Candida Glabrata.

Method for producing alkane or alkene compound

[PROBLEM TO BE SOLVED]: To provide a method for producing alkane or alkene compounds by reduction of carbon-carbon multiple bond. [SOLUTION]: The method for producing alkane or alkene compounds shown by the general formula (5)-(7) [wherein, R1, R2, R3, R4, R5, and R6 are optionally different and hydrogen etc. independently respectively] characterized by reacting either kind or these mixtures among alkene or alkyne compounds shown by general formula (1) or (2) [wherein, R1-R6 are the same as formula (5)-(7)] in the presence of at least one kind selected from groups of bromic acid and hydrogen peroxide shown by general formula (3) (wherein, M is hydrogen or metal atom; m is integer of 1-3), hydrazine compoun shown by general formula (4) [wherein, n is integer of equal to or more than 0], and acid. [EFFECT]: Alkane or alkene compounds can be produced handily without hydrogenation equipment.

N-(substituted piperazinyl) alkylbicyclic succinimide derivatives

A succinimide derivative of the formula: STR1 wherein A is straight or branched C2 -C6 alkylene or alkenylene, B is straight or branched C3 -C5 alkylene, D is straight or branched C2 -C3 alkylene, E is straight or branched C2 -C3 alkylene, R1 and R2 are each hydrogen or C1 -C4 alkyl, or they may form a single bond and R3 is a phenyl group optionally substituted with C1 -C4 alkyl, C1 -C4 alkoxy, halogen and/or trifluoromethyl, a 2-pyridyl group optionally substituted with halogen, a 2-pyrimidyl group optionally substituted with halogen, a group of the formula: STR2 (in which R4 is hydrogen or phenyl), a group of the formula: CO--R5 (in which R5 is adamantyl or furyl) or hydroxy (C2 -C4) alkyl, and an acid addition salt thereof, which are useful as anti-anxiety drugs and/or anti-allergic drugs.