On April 7, 1965, Brooker, Leslie G. S.; Webster, Frank G. published a patent.SDS of cas: 2510-01-2 The title of the patent was Holopolar cyanine dyes. And the patent contained the following:
Merocyaninelike dyes of structure I and holopolar cyanine dyes (CA 55, 6220b) of structure of II are described. The dyes are useful photog. sensitizers. A mixture of 19.8 g. 2-indanone, 11 g. CH2(CN)2, 2.5 g. NH4OAc, 4 mL. HOAc, and 100 mL. CHCl3 was refluxed 30 min., evaporated to dryness, and the residue washed with H2O and MeOH to give 73% 2-(dicyanomethylene)indan (III), m. 190-3°. Similarly prepared were (compound, m.p., and % yield given): 1-(dicyanomethylene)indan, 147-8°, 65; 1,3diethyl-5-(2-indanylidene)barbituric acid, 165-7°, 47; 1-(dicyanomethylene)-1,2,3,4-tetrahydronaphthalene, 107-8°, 48; 2-(dicyanomethylene)-1,2,3,4-tetrahydronaphthalene, 102-3°, 22; 4-(2-indanylidene)-3-phenylisoxazolin-5-one, 144-5°, 17; 4-(2-indanylidene)-1-phenyl-5-pyrazolone, 273-4°, 71; 3-ethyl-5-(1-indanylidene)rhodanine, 164-6°, 22. A mixture of III 5.4, 2-(acetanilidovinyl)-3-ethylbenzothiazolium iodide (IV) 13.5, Et3N 3.3 g., and 50 mL. EtOH was refluxed 15 min. and cooled. The precipitate was extracted with hot MeOH and recrystallized from pyridine-MeOH to give 21% I [X = S, Y = C(CN)2, R = Et, R’ = H, n = 0, m = p = 1] (V),m. 246-50° (decomposition). A mixture of V 1.98, IV 2.25, Et3N 0.6 g., and 15 mL. pyridine was refluxed 10 min. and cooled. The precipitate was extracted with two 350-mL. portions of hot pyridine to give 33% II [X = Z = S, Y = C(CN)2, R = R’ = Et, p = q = 1], m. 288-9°, sensitivity maximum 690 mμ, sensitivity limit 780 mμ. Similarly prepared I and II are tabulated. Formula,X,Y,Z,R,R1,Ar,Ar1,n,m,p,q,%yield,m.p.(decomposition),sensitivity maximum(mμ),sensitivity limit(mμ);I,S,C(CN)2, ,Me, , , ,1,0,0, ,35,245-6°,545,565;I,S,C(CN)2, ,Et,H, , ,1,0,1, , ,259-60°,660,680;I,S,C(CN)2, ,Et,H, , ,1,0,2, ,36,240-1°, , ;I,O,C(CN)2, ,Me, , , ,1,0,0, ,28,230-1°,490,510;I,S,C(CN)2, ,Me, ,benzo, ,1,0,0, ,55,265-7°,550,575;I,CH:CH:,C(CN)2, ,Et, , , ,1,0,0, ,19,227-8°, , ;I,S,C(CN)2, ,Et,Me,benzo, ,1,0,1, ,1,191-3°, , ;I,S,C(CN)2, ,Et, , , ,0,1,0, ,46,256-8°, , ;I,S,C(CN)2,Et,H, , ,0,1,2, ,22,228-30°, , ;I,O,C(CN)2, ,Et,H, , ,0,1,1, ,28,214-15°, , ;I,S,A, ,Me, , , ,0,1,0, ,12,272-3°, , ;I,S,C(CN)2, ,Me, , , ,2,0,0, ,76,232-3°, ,555;I,S,C(CN)2, ,Me, ,benzo, ,2,0,0, ,80,289-90°,555,580; I,CH:CH,C(CN)2, ,Et, , , ,2,0,0, ,33,285-6°, , ;I,O,C(CN)2, ,Et,H, , ,2,0,1, ,19,213-14°,600,690;I,S,C(CN)2, ,Me,H, , ,2,0,1, ,5,231-2°,580,690;I,O,B, ,Et,H, , ,1,0,1, ,4,192-7°, , ;I,S,B, ,Et,H,benzo, ,1,0,1, ,8,169-70°, , ;I,S,C(CM)2, ,Et, , , ,1,1,0, ,54,254-6°, , ;I,S,C(CN)2, ,Et, ,benzo, ,1,1,0, ,4,222-5°, , ;I,S,C(CN)2, ,Et,H, , ,1,1,1, ,8,218-25°, , ;II,S,C(CN)2,S,Et,Et, , , , ,2,2,13,237-8°,630,690;II,S,C(CN)2,S,Et,Et, , , , ,1,2,35,244-5°,810,840;II,O,C(CN)2,S,Et,Et, , , , ,1,1,45,255-6°,685,730;II,S,A,S,Me,Et, , , , ,0,2,27,285-6°,730,810;II,S,A,S,Me,Me, , , , ,0,0,28,>310°, , ;II,S,A,S,Et,Et, , , , ,1,1,61,>310°,750,770;II,O,A,O,Et,Et, , , , ,1,1,41,280-1°,680,720;II,S,A,S,Me,Me,benzo,benzo, , ,0,0,62,241-3°,590,620;II,S,C(CN)2,S,Me,Me, , , , ,0,0,32,>310,565,610;II,S,A,S,Me,Me, ,benzo, , ,0,0,54,231-2°,555,575; The experimental process involved the reaction of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile(cas: 2510-01-2).SDS of cas: 2510-01-2
2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile(cas:2510-01-2) belongs to nitriles. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.SDS of cas: 2510-01-2
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts