Acetic Acid → HCID 86745193, compound

HRID 973376Notes

Reaction equation

HRID 973376 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:3]=1[CH:4]=[CH:5][CH:6]=O.[C:15]([CH2:17][C:18]([O:20][CH3:21])=[O:19])#[N:16].C([O-])(=O)C.[NH4+].C(O)(=O)C>C1(C)C=CC=CC=1.O>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:3]=1/[CH:4]=[CH:5]/[CH:6]=[C:17]([C:15]#[N:16])[C:18]([O:20][CH3:21])=[O:19]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 7747Methyl cyanoacetateHCID 308743HCID 308743, compoundHCID 517165Ammonium Acetate

Product 1

HCID 86745193HCID 86745193, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

15 g (70 millimoles) of 2-chloro-5-nitrocinnamaldehyde (mp. 115°-117° C.) and 10 g (0.1 mole) of methyl cyanoacetate in 200 ml of toluene were heated under a water separator in the presence of 1 g of ammonium acetate and 1 ml of acetic acid until water no longer distilled over. The product crystallized out on cooling. After the usual working up procedure, 58% of the product of melting point 193°-194° C. remained.

Workup

  1. distillationno longer distilled over
  2. customThe product crystallized out
  3. temperatureon cooling

Sources & evidence

ORD record
ord-f59dddaa4dd14512bbb2470e198baf52
Source dataset
uspto-grants-1991_11
Patent number
US05062884

Reaction notes

Loading…