Dimethylformamide → HCID 178518676, compound

HRID 1757052Notes

Reaction equation

HRID 1757052 reaction equation
O[C:2]1[C:3](C(N)=O)=[N:4][CH:5]=[CH:6][CH:7]=1.[C:11]12[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=1)[NH:16]C(=O)OC2=O.[OH-:23].[K+].[CH3:25][N:26](C)[CH:27]=[O:28]>>[OH:23][C:3]1[C:2]([C:25]2[NH:26][C:27](=[O:28])[C:18]3[C:17](=[CH:11][CH:21]=[CH:20][CH:19]=3)[N:16]=2)=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 8359Isatoic AnhydrideHCID 14797Potassium HydroxideHCID 702773-Hydroxypicolinamide

Product 1

HCID 178518676HCID 178518676, compound

Procedure

To a stirred solution of 20 mmole of 3-hydroxypicolinamide (2.6 g) in 10 mL dimethylformamide is added 3.2 g (20 mmole) of isatoic anhydride. The mixture is heated to 80°-100° C. and then 5 mg of powdered potassium hydroxide is added. The mixture is kept at this temperature for 4 hours then cooled and the precipitate is isolated, washed with cold dimethylformamide and methanol. Yield: 2.2 g (46%); mp: 190°-192° C. Color of fluorescence: blue.

Workup

  1. temperatureThe mixture is heated to 80°-100° C.
  2. temperaturethen cooled
  3. customthe precipitate is isolated
  4. washwashed with cold dimethylformamide and methanol

Sources & evidence

ORD record
ord-cf81f2fd5f6344eaa1e8c264a97f766c
Source dataset
uspto-grants-1995_08
Patent number
US05443986

Reaction notes

Loading…