Lele, S. S. published the artcileCyanocoumarins, Name: 2-Methoxyacetamide, the publication is Journal of Organic Chemistry (1962), 637-9, database is CAplus.
Some cyanocoumarins were prepared by the Rosenmund-von Braun reaction on the halogenated coumarin in order to study their hydrolysis. The iodo derivative (0.01 mol) was mixed with 0.02 mol anhydrous CuCN, heated at the specified temperature 10 min., the mixture powd., extracted with either Me2CO or AcOH, and the residue from the extract recrystallized from AcOH (needles). Addition of cyano derivative from a previous run to the mixture gave a higher yield. The following cyanocoumarins were thus obtained (coumarin, Rosenmund-von Braun reaction temperature, m.p., and % yield given): 7-methoxy-8-cyano, 180-90°, 269-70°, 60; 7-methoxy-3-cyano, 180-90°, 225-30°, 40; 7-methoxy-8-cyano-6-carbomethoxy, 210-20°, 102°, 54; 7-methoxy-8-cyano-4-carbomethoxymethyl, 190-210°, 192°, 22; 7-methoxy-8-cyano-4-Me, 220-30°, 289-91°, 55; 7-methoxy-3-cyano-4-Me, 180-5°, 223°, 75; 7-methoxy-8-cyano-4-methyl-6-carbomethoxy, 240-5°, 276°, 70; 7-methoxy-3-cyano-4-methyl-6-carbomethoxy, 250-5°, 249°, 70; 5-methoxy-8-cyano-4-Me, 260-70° 227-30° 46; 5-methoxy-8-cyano-4-methyl-6-carbomethoxy, 225-30° 236° 44. Hydrolysis A. The eyano compound (0.5 g.) was heated 2-3 h. with 90% H2SO4, the solid obtained on pouring the mixture on ice extracted with dilute NaHCO3, and the product crystallized from AcOH. Method B. The cyanocoumarin (0.5 g.) was heated 2-3 h. with 10% alc. KOH, the product acidified, purified through NaHCO3, and crystallized from AcOH. The following hydrolysis products from the cyanocoumarins mentioned above were obtained (hydrolysis method, product obtained, and m.p. given): A, 7-methoxy-8-carbamoyl, 277-9°; A, 7-methoxy-8-carbamoyl-6-carboxy, 267-8°; B, 7-methoxy8-cyano-6-carboxy, 228°; A, 7-methoxy-8-carbamoyl-4-acetic acid, 235-8°; B, 7-methoxy-8-cyano-4-acetic acid, 274-5° (and 7-methoxy-8-cyano-4-Me, -); A, 7-methoxy-8-carbamoyl-4-Me, 278°; A and B, 7-methoxy-4-methyl-3-carboxy, 184-5°; A, 7-methoxv-8-carbamoyl-4methyl-6-carboxy, 272°; B, 7-methoxy-8-cyano-4-methyl-6carboxy, 283°; A, 7-methoxy-4-methyl-3,6-dicarboxy, 20810°; B, 7-methoxy-3-cyano-4-methyl-6-carboxy, 248°; A, 5-methoxy-8-carbamoyl-4-Me, 286°; A, 5-methoxy-8carbamoyl-4-methyl-6-carboxy, 272°; B, 5-methoxy-8-cyano-4-methyl-6-carboxy, 248°. The carbamoyl derivative (0.5 g.) heated 3 h. at 120° with 18 mL. 50% H2SO4 and the mixture poured on ice gave the following results (method of hydrolysis, coumarin product obtained, m.p. given): III, 7-hydroxy-8-carboxy, 230°; 10% alkali or 50% H2SO4, 7-methoxy-6-carboxyl,-; 10% alkali or 50% H2SO4, 7-methoxy-4-Me, -; 10% alkali or 50% H2SO4, 7-methoxy-4methyl-8-carboxy, -; 10% alkali or 50% H2SO4, 7-methoxy-4-methyl-6-carboxy, -; 50% H2SO4, 5-methoxy-4-methyl-8-carboxy, 286°; 50% H2SO4, 5-methoxy-4-methyl-6,8-dicarboxy, 284°. The methoxycyanocoumarin was dissolved in Ac2O, heated 3 h. with HI at 120°, and the product crystallized from AcOH. The following hydroxycyanocoumarins were thus obtained (coumarin and m.p. given): 7hydroxy-8-cyano, 305°; 7-hydroxy-8-cyano-4-Me, 272°; 7-hydroxy-3-cyano-4-Me, 298°; 5-hydroxy-8-cyano-4-Me, 276°.
Journal of Organic Chemistry published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Name: 2-Methoxyacetamide.
Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem