The important role of 2-(2-Chlorobenzylidene)malononitrile

The chemical industry reduces the impact on the environment during synthesis 2-(2-Chlorobenzylidene)malononitrile. I believe this compound will play a more active role in future production and life.

Related Products of 2698-41-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2698-41-1, name is 2-(2-Chlorobenzylidene)malononitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 2-Arylidenemalononitriles 7 (1 mmol), indane-1,3-dione (2, 0.146 g,1 mmol), NaOAc (0.08 g, 1 mmol), TBBDA (0.14 g, 0.25 mmol) or PBBS(0.2 g) or TCBDA (0.1 g, 0.25 mmol) or PCBS (0.15 g), and EtOH (2 mL)were added to a test-tube. Then the mixture was magnetically stirredat r.t. for the duration as shown in Table 4 and reaction progress wasmonitored by TLC (n-hexane/acetone, 5:2). The mixture was filteredand rinsed with EtOH (2 ¡Á 1 mL). The pure product was isolated byfiltration through a Buechner funnel. Then, the filtrate was evaporated and washed with hot water, CH2Cl2 (3 mL) was added, and the precipitatedsulfonamide was removed by filtration. The sulfonamide wasrehalogenated and used several times. 3-(4-Chlorophenyl)-1?,3?-dioxo-1?,3?-dihydrospiro[cyclopropane-1,2?-indene]-2,2-dicarbonitrile (6a)White solid; yield: 315 mg (95%); mp 199-200 C.IR (KBr): 3075, 3017, 2250, 1746, 1711, 1590, 1499, 1356, 1222, 1093,753, 584 cm-1.1H NMR (400 MHz, DMSO-d6): delta = 4.41 (s, 1 H, CH), 7.61 (d, J = 8.4 Hz,2 H, ArH), 7.66 (d, J = 8.4 Hz, 2 H, ArH), 8.17 (m, 3 H, ArH), 8.26 (d, J =6.4 Hz, 1 H, ArH).13C NMR (100 MHz, DMSO-d6): delta = 20.4, 40.8, 43.8, 110.3, 111.9,123.0, 123.2, 127.3, 128.2, 132.0, 133.4, 136.0, 136.1, 141.5, 142.4,188.9, 190.0.MS: m/z (%) = 332 (M+, 53), 297 (100), 269 (21), 241 (36), 214 (40),187 (14), 165 (37), 138 (19), 104 (100), 76 (97).

The chemical industry reduces the impact on the environment during synthesis 2-(2-Chlorobenzylidene)malononitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Ghorbani-Vaghei, Ramin; Maghbooli, Yaser; Synthesis; vol. 48; 21; (2016); p. 3803 – 3811;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts