Perimidine-2-thione

Perimidine and its N-substituted derivatives on heating with sulfur undergo filiation to form perimidine-2-thiones in good yields (81RCR1559). Thiopyrimidines are prepared by the thiolysis of halopyrimidines. using sodium hydrogen sulfide, or thioureas. 

Perimidine and its N-substituted derivatives on heating with sulfur undergo thiation to form perimidine-2-thiones in good yields <1981RCR1559>. 

Carbon disulfide and 1,8-naphthalencdiamine react to give 2,3-dihydro-lH-perimidine-2-thione (XXXII) (297). 

Hydroxy, thiol, and amino groups in pyrimidine exist in tautomeric equilibria with their oxo, thioxo, and imino forms. An amino group in an electrophilic position exists predominantly as such, and the compound is named as an amine. Pyrimidines with a hydroxy or thiol group in an electrophilic position are dominated by the oxo or thioxo forms and are named as such, or with -one or -thione suffixes, if these are the principal groups. In the benzenoid 5-position, these derivatives are mainly present in the hydroxy, thiol, or amino forms and are named as such. Similar considerations apply to the nomenclature of quinazolines and perimidines <1996CHEC-II(6)93>. 

Substituted benzo[i/,e]quinazolines (475, the perimidine ring system) are unaffected by NBH but are readily reduced to the 2,3-dihydro derivatives with LAH, yielding the 2,3-dihydroperimidines 476. The perimidones and thiones 477 are readily reduced to 478 on treatment with The... 

Pyrimidines with a thiol group in an electrophilic position exist predominantly in the thione form as shown in the structures (17b) and (18) (Z = S), and in the benzenoid 5-position as a thiol . In the perimidine series, 2-thiol perimidines exist almost exclusively in the thione form (20 Z = S) <81RCR816>. 

Updated Entry replacing P-10051 3H-Benzo[dQ]quinazoline-2-thione. 2-Mercapto-lH-perimidine [30837-62-8]... 

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