반응 #75376

반응 방정식

3-sulphamoyl-4-phenoxy-5-aminobenzoic acid

acetonylacetone

→

3-Sulphamoyl-4-phenoxy-5-(2,5-dimethyl-1-pyrrolyl)-benzoic acid

용매

acetic acid

반응 조건

후처리

1. 1
   온도is refluxed under N2 for 30 minutes
2. 2
   기타the red reaction solution is evaporated in vacuo
3. 3
   workup.ADDITIONby adding benzene
4. 4
   기타evaporating azeotropically
5. 5
   workup.DISSOLUTIONthe residue is dissolved in acetone
6. 6
   여과filtered through
7. 7
   여과a fine filter
8. 8
   농축the solution is concentrated to 50 ml
9. 9
   workup.ADDITIONafter adding 50 ml of ethyl acetate
10. 10
    기타freed from acetone residues in vacuo, whereupon crystallisation
11. 11
    기타After the purification procedure
12. 12
    기타beige-coloured crystals with a melting point of 283°-286° (decomposition) result

실험 절차

A mixture of 3-sulphamoyl-4-phenoxy-5-aminobenzoic acid (1.54 g=5 mmols; P. W. Feit, J. Med. Chem. 14, 432 (1971)), acetonylacetone (0.57 g=5 mmols) and 10 ml of glacial acetic acid is refluxed under N2 for 30 minutes, the red reaction solution is evaporated in vacuo and freed from residues of glacial acetic acid and water by adding benzene and evaporating azeotropically, the residue is dissolved in acetone, the solution is boiled with silica gel and filtered through a fine filter and the solution is concentrated to 50 ml and, after adding 50 ml of ethyl acetate, freed from acetone residues in vacuo, whereupon crystallisation takes place. After the purification procedure has been repeated, beige-coloured crystals with a melting point of 283°-286° (decomposition) result.

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