Hydrochloric Acid → HCID 19050640, compound

HRID 1779310Notes

Reaction equation

HRID 1779310 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[C:9](=[O:10])[O:8][C:7]2([C:13]1[N:18]=[C:17]([O:19][CH3:20])[CH:16]=[C:15]([O:21][CH3:22])[N:14]=1)[OH:12].[C:23](OC(=O)C)(=[O:25])[CH3:24].Cl>N1C=CC=CC=1>[C:23]([O:12][C:7]1([C:13]2[N:14]=[C:15]([O:21][CH3:22])[CH:16]=[C:17]([O:19][CH3:20])[N:18]=2)[C:6]2[C:11](=[C:2]([Cl:1])[CH:3]=[CH:4][CH:5]=2)[C:9](=[O:10])[O:8]1)(=[O:25])[CH3:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 19050642HCID 19050642, compound

Product 1

HCID 19050640HCID 19050640, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.1 g of 7-chloro-3-(4,6-dimethoxy-2-pyrimidinyl)-3-hydroxy-phthalide is dissolved in 20 ml of pyridine and 0.3 ml of acetic anhydride added with stirring. After stirring for 20 min the mixture is poured into 2N HCl and extracted with two portions of ethyl acetate. The combined ethyl acetate extracts are washed once with 2N HCl, once with H2O and once with brine and dried over magnesium sulfate. Filtration and evaporation produced the title compound as a white solid, m.p. 213°-215°.

Workup

  1. stirringAfter stirring for 20 min the mixture
  2. extractionextracted with two portions of ethyl acetate
  3. washThe combined ethyl acetate extracts are washed once with 2N HCl, once with H2O and once with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-9218539f209347cc9fad586206b27e94
Source dataset
uspto-grants-1997_05
Patent number
US05627137

Reaction notes

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