1979
DOI: 10.1002/chin.197938198
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ChemInform Abstract: SYNTHESIS AND PHARMACOLOGICAL PROPERTIES OF 2‐HYDROXYINDAN‐1,3‐DIONE DERIVATIVES. I. COMPOUNDS OF CONDENSATION OF NINHYDRIN WITH C‐ALKYLPHENOLS

Abstract: Ninhydrin kondensiert beim Erhitzen mit äquimolekularen Mengen C‐alkylierter Phenole in Eisessig zu monosubstituierten Derivaten des Typs (I) bzw. (II).

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“…When phenols 1a − m are refluxed in a mixture of ninhydrin and acetic acid, 2-hydroxy-2-(2‘-hydroxy-aryl)-1,3-indanediones 2a − m are formed (Scheme ) . The adducts so formed preferentially remain in the cyclic hemiketal form 3a − m . 9a-c Interestingly refluxing of 3 with urea in the same acetic acid mixture produces 1-aryl-3,5- dioxo-1 H -imidazo-[3,4- b ]isoindole 4a − m by condensation reaction (Scheme , Table ) . The isolated pure compounds 4a − m are yellow solids.…”
mentioning
confidence: 99%
“…When phenols 1a − m are refluxed in a mixture of ninhydrin and acetic acid, 2-hydroxy-2-(2‘-hydroxy-aryl)-1,3-indanediones 2a − m are formed (Scheme ) . The adducts so formed preferentially remain in the cyclic hemiketal form 3a − m . 9a-c Interestingly refluxing of 3 with urea in the same acetic acid mixture produces 1-aryl-3,5- dioxo-1 H -imidazo-[3,4- b ]isoindole 4a − m by condensation reaction (Scheme , Table ) . The isolated pure compounds 4a − m are yellow solids.…”
mentioning
confidence: 99%