Acetic Anhydride → HCID 178479926, compound

HRID 981908Notes

Reaction equation

HRID 981908 reaction equation
[CH3:1][N:2]1[C:14]2[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[N+:7]([O-])=[CH:6][C:5]=2[N:4]=[C:3]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(OC(=O)C)(=[O:24])C>>[OH:24][C:6]1[C:5]2[N:4]=[C:3]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:2]([CH3:1])[C:14]=2[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N:7]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 10401169HCID 10401169, compound

Product 1

HCID 178479926HCID 178479926, compound

Procedure

20 ml of acetic anhydride was added to 1.0 g of Compound b obtained in Reference Example 2, followed by refluxing for 5 hours. After the reaction solution was concentrated under reduced pressure, methanol was added to the residues. The solution was adjusted to a pH of 9 to 10 with sodium methoxide. The precipitate was collected by filtration and washed with methanol, to afford 0.63 g of Compound c.

Workup

  1. customobtained in Reference Example 2
  2. temperatureby refluxing for 5 hours
  3. concentrationAfter the reaction solution was concentrated under reduced pressure, methanol
  4. additionwas added to the residues
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with methanol

Sources & evidence

ORD record
ord-a43820b03a7449f48414afb472c2cdf8
Source dataset
uspto-grants-1991_02
Patent number
US04994468

Reaction notes

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