Dicarboxylic imides

Octahydrobicyclo[4.3.0]nonane-3,4-dicarboxylic imide CA name) decahydrocydopent[/]isoindole-l,3-dione (fusion name)... 

Scheme 2 Perylene-3,4-dicarboxylic imides 7 and molecular dynamics of the bichromophore 8...

The pre-polymer has a very low DP (x < 3). The norbornene-ended polyimide (norbornene-2,3-dicarboxylic imide also known as nadic imide) is further polymerized by heating it at about 300 C. The thermosetting process of norbornene-ended polyimide can be investigated by Py-GC/MS. For example, the crosslinking of norbornene-ended polyimide PMR-II, was investigated using Py-GC/MS [20] (the pre-polymer PAR-11 structure is shown below) ... 

The ready conversion of phthalimides with hydrazine into phthalohydrazides finds its parallel in the behavior of pyridine-3,4-dicarboxylic imides, which react with hydrazines to give pyrido[3,4-r/]pyridazine-l,4(2/7,3/7)-diones 4.119,121 123 > 35.1 37- 162... 

In the same way, a library of quinoline-3,4-dicarboxamides was obtained under the action of microwave irradiation several primary amines react with quinoline-3,4-dicarboxylic imides. Among a variety of supports, clay Kio proved to be the best and irradiation gave much higher yields [139]. Collina et al. set up an interest-... 

SCHEME 18.6 Formula of poly(benzo c]thiophene-N-2-ethylhexy-4,5-dicarboxylic imide) (EHI-PITN). 

Thianthrenium (thianthrene-2,3-dicarboxylic imide-S-methoxybenzene trifluoromethylsulfonate) is decomposed by UV light to produce acid, as shown in Equation (2.2) ... 

A-Hydroxy-5-norbornene-2,3-dicarboxylic acid imide [21715-90-2] M 179.2, m 165-166", 166-169", pKesi-6 Dissolve in CHCI3, filter, evaporate and recrystallise from EtOAc. IR (nujol) 1695, 1710 and 1770 (C=0), and 3100 (OH) cm. 0-Acetyl derivative has m 113-114° (from EtOH) with IR bands at 1730, 1770 and 1815 cm only, and the 0-benzoyl derivative has m 143-144° (from propan-2-ol or C6H6). [Bauer and Miarka J Org Chem 24 1293 1959 Fujino et al. Chem Pharm Bull Jpn 22 1857 1974],... 

Cyclic imides can be prepared by heating the ammonium salts of dicarboxylic... 

Treatment of imides of dicarboxylic acids with organometallic compounds forms cyclic enamines such as 18 and 19 (64-69). 

Dimalone [bicyclo-(2.2.1)-5-heptene-2,3-dicarboxylic acid dimethyl ester] and Octa-cide 264 [the V-octyl imide of bicyclo-(2.2.1)-5-heptene-2,3-dicarboxylic acid] do produce a red color with an absorption maximum in the same region as that obtained in the analysis of Compound 118. However, because Dimalone is an insect repellent and Octacide 264 is a pyrethrum synergist, neither of these products is likely to be encountered in commercial mixtures of Compound 118. The response to the colorimetric test for Compound 118 of some chemicals commonly used for insect control is listed in Table V. 

Dicarboxylic acids were converted in a one-pot procedure with CDI (boiling THF, 15 min) into the bisimidazolides, and then by subsequent treatment with aliphatic, aromatic, or heteroaromatic primary amines into imides (piperazine-2,6-diones) in excellent yields [131]... 

Pyrrole is one of the most prominent heterocycles, having been known for more than 150 years, and it is the structural skeleton of several natural products, synthetic pharmaceuticals, and electrically conducting materials. A simple access to the pyrrole ring system involves the conversion of cyclic anhydrides into five-membered imides. Mortoni and coworkers have described the conversion of 2-methylquinoline-3,4-dicarboxylic acid anhydride to a quinoline-3,4-dicarboximide library by treatment of the anhydride with a diverse set of primary amines under microwave conditions (Scheme 6.180) [341]. The authors studied a range of different conditions, including dry media protocols (see Section 4.1) whereby the starting materials were adsorbed onto an inorganic support and then irradiated with microwaves. For the transforma-... 

IMIDE FORMATION FROM SUBSTITUTED DICARBOXYLIC ACID RESIDUES... 

To improve the processability of PI and to alleviate or eliminate volatiles, work began in the late 1960 s under NASA Lewis sponsorship (23), to end-cap oligomers with reactive groups. The first report involved the use of 3,6-endomethylene-l,2,3,6-tetrahy-drophthalic anhydride (5-norbornene-2,3-dicarbo ylic anhydride, nadic anhydride) and alkyl derivatives thereof (e.g. citraconic anhydride) and 1,2,3,4-tetrahydrophthalic anhydride (4-cyclohexene-1, 2-dicarboxylic anhydride) as the reactive end group on imide oligomers (23-25). This initial effort led to the development of P13N [with T for polyimide, 13 for Mn of 1300g/mole and N for nadic end cap] whose structure is shown below. 

However, dicarboxylic acid dichlorides treated with iminophosphoranes (Scheme 116) show a substrate-dependent reaction. Thus, o-benzodiacetyl dichlorides (321) form chloroazepinones (322) only with A -arylimino-phosphoranes. N-Alkyliminophosphoranes, upon elimination of dichloro-triphenylphosphorane and subsequent Mumm rearrangement (71M168), give the cyclic imide (323) (90S149 91T53). 

Tanabe et al. 1995), and a metal containing complex (Fuji et al. 1985) have been used to imprint dicarboxylates, amine, and imides. 

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