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ChemicalBook CAS DataBase List Cyclopentane-1,2-dicarboximude
5763-44-0

Cyclopentane-1,2-dicarboximude synthesis

6synthesis methods
1,2-Cyclopentanedicarboxylic acid

50483-99-3

formamide

77287-34-4

Cyclopentane-1,2-dicarboximude

5763-44-0

The general procedure for the synthesis of 1,2-cyclopentanedicarboxylic acid and formamide (CAS: 77287-34-4) as raw materials for the synthesis of 1,2-cyclopentanedicarboxylic acid is as follows: 50 g of 1,2-cyclopentanedicarboxylic acid and 15 g of formamide were mixed, and the reaction was carried out by raising the temperature up to 170 °C under the protection of nitrogen while evaporating the low-boiling by-products. The reaction progress was monitored by HPLC and terminated when the residual amount of raw material was less than 0.2%. After the reaction solution was cooled to 80 °C, 50 g of deionized water and 0.5 g of activated carbon were added and stirred at 50 °C for 30 min. The reaction mixture was thermally filtered and the filtrate was cooled to 20 °C and extracted with dichloromethane. The organic phase was concentrated to no fraction and dried at 90 °C. Subsequently 100 g of toluene was added, the mixture was cooled to 5 °C and dried under reduced pressure at 40 °C to give about 60.6 g of white crystal product. The yield of this step was 93.5% and the product was ≥99% pure and ≥98% content.

90474-13-8 Synthesis
diethyl 1,2-cyclopentanedicarboxylate

90474-13-8
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Yield:5763-44-0 96%

Reaction Conditions:

with ammonia at 130 - 280; for 5 h;Product distribution / selectivity;autoclave;Pyrolysis;Industry scale;

Steps:

1.A

Load 1 kg of diethyl 1,2-cyclopentanedicarboxylate and 1.02 kg of 27% ammonia into an autoclave. The reaction mixture is heated in the autoclave at a temperature of 130° C. for a minimum of 4 hours. After cooling to 60° C. and depressurisation, evaporation of the solvent is carried out. The residue is then subjected to pyrolysis at 280° C. for 1 hour. The imide is purified by distillation in vacuo (4-12 mbars) at a temperature of 200° C. After isolation, the title product is obtained in a yield of 96%.Melting point: 89° C

References:

US2012/316214,2012,A1 Location in patent:Page/Page column 4

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