The Chemistry of Acrylonitrile. IV. Cyanoethylation of Active Hydrogen Groups

Abstract

Cyanoethylation of Active Hydrogen Groups 23 and 120 g. of cyanoacetic acid, pyridine (150 g.) was added dropwise while stirring and cooling to 10-20°. The mixture was stirred for one-half hour at room temperature and then at 100-105°for four hours. The product was washed thoroughly with water and distilled in vacuum.The fraction boiling at 105-110°( 21 mm.) was collected as the product; yield 82 g., »16d 1.4824.Acrylonitrile (53 g.) was added dropwise to a stirred solution of 60.5 g. of cyclohexylidene-acetonitrile, 60 g. of tertiary butyl alcohol and 5 g. of "Triton B" while cooling to 28-37°. The mixture was stirred for two hours after the addition, then neutralized with dilute hydrochloric acid, taken up in an equal volume of ethylene dichloride and washed with water. The ethylene dichloride layer was evaporated to dryness in vacuum on a steam-bath and the residual oil (105 g.) distilled in vacuum.The fraction boiling at 210-235°( 1 mm.) solidified in the receiver to a crystalline mass; yield 43 g. After recrystallization from methanol the product, presumably XIV, formed colorless crystals, m. p. 81-82°. Anal.

Recherches sur les arǒmes 13e communication [1] Sur 1′ arǒme de café. I

“…42 (46,4), 41 (54,8), 39 (50,7), 31 (11,5), 29 (21,s). (11,7), 71 (66,9), 57 (85,7), 4 3~ (loo), 41 (25,3), 29 (56,6), 27 (32,Z). (24,9), 81 (loo), 53 (48,7), 51 (7,9), 45 (14,7), 39 (8,4), 27 (18,l).…”

“…), accompagnCe de nombreux autres produits non identifies, dont un derive carbony16 C,H,,O (SM.). (56,5). 101 (0,6), 88 (8,5), 74 (2.4), 60 (100).…”

“…La structure a 6t6 deduite d'une part de 1'IR. qui contient les bandes caracteristiques des cetoalcools aliphatiques a-disubstitues et, d'autre part, du SM qui contient les paires de fragments caracteristiques [43][44][45][46][47][48][49][50][51][52][53][54][55][56][57][58][59] 102 (2,s (prod. nature]), 2,5 (melange synth.…”

“…SM. : 114 (loo), 113 (39,s) 97 (56,8), 85 (73,2), 81 (20,4), 69 (5,4), 58 (8,7), 53 (ll,O), 45 (46,5), 39 (18,4), 31 (3,3). Sont encore presents une trace d'o-cr6sol (SM.)…”

Artificial Siderophore-Modified Au electrode for Adsorption and Sensing Microbe

“…The hydroxamate-typed artificial siderophores, L1-L3 were synthesized on the basis of previous methods (15)(16)(17)(18)(19)(20). Terminal -NH 2 groups of tripodal ligands were introduced for modifying them on Au electrode surfaces.…”