Acetic Anhydride → HCID 5328872, compound

HRID 612176Notes

Reaction equation

HRID 612176 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=3)[N:12]=[CH:11][C:10]=2[C:23]#[N:24])[CH:5]=[CH:6][CH:7]=1.[C:25](OC(=O)C)(=[O:27])[CH3:26]>C(O)(=O)C>[C:25]([NH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=3)[N:12]=[CH:11][C:10]=2[C:23]#[N:24])[CH:5]=[CH:6][CH:7]=1)(=[O:27])[CH3:26]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 5328848HCID 5328848, compound

Product 1

HCID 5328872HCID 5328872, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of 4-(3-aminophenylamino)-6,7-dimethoxy-3-quinolinecarbonitrile (0.96 g, 3.0 mmol) in 9.0 ml of acetic acid at 25° C. was added 0.85 ml (9.0 mmol) of acetic anhydride. After 2 h the solution was evaporated to dryness, and the residue was stirred with methanol. This solution was evaporated, and the residue was recrystallized from ethanol to give 0.50 g of amber solid, mp 147-150° C.

Workup

  1. customAfter 2 h the solution was evaporated to dryness
  2. customThis solution was evaporated
  3. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-2dd0180d46a64c40b3c93e6ae1a5fe05
Source dataset
uspto-grants-1999_12
Patent number
US06002008

Reaction notes

Loading…