Sodium Cyanate → HCID 14882890, compound

HRID 359097Notes

Reaction equation

HRID 359097 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.[O-:23][C:24]#[N:25].[Na+]>C1C=CC=CC=1>[C:24]([N:8]([CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:21][CH:22]=1)[C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)(=[O:23])[NH2:25]

Participants

4

Reactant 2

HCID 517096Sodium CyanateHCID 14882805HCID 14882805, compound

Product 1

HCID 14882890HCID 14882890, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
40 °C

Procedure

Methyl 4-[3-[N-(4-chlorophenyl)amino]propoxy]benzoate (2.5 g) and sodium cyanate (1.02 g) were dissolved and suspended in benzene (7.5 g), and to the mixture was added dropwise trifuluoroacetic acid (1.19 g) under heating with stirring at 40° C. Three hours later, the reaction solution was concentrated under reduced pressure, and water was added to the residue. The resulting precipitate was crushed, and collected by filtration to give the desired product (2.82 g). mp. 141°-142° C.

Workup

  1. temperatureunder heating
  2. concentrationThree hours later, the reaction solution was concentrated under reduced pressure, and water
  3. additionwas added to the residue
  4. customThe resulting precipitate was crushed
  5. filtrationcollected by filtration

Sources & evidence

ORD record
ord-a247393e2f204f7d9df9c3298816f657
Source dataset
uspto-grants-1991_03
Patent number
US04999378

Reaction notes

Loading…