Process for manufacturing N-arylthiocarbamoyl-2-amino-1H-isoindo

Details Process for manufacturing N-arylthiocarbamoyl-2-amino-1H-isoindo Process for manufacturing N-arylthiocarbamoyl-2-amino-1H-isoindo

1980-02-11

1982-07-13

Berch, Mark L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548475, C07D20948

Patent

active

043393829

ABSTRACT:
In the manufacture of N-aryl or alkylthiocarbamoyl-2-amino-1H-isoindole-1,3-(2H)diones of the type represented by the structural formula ##STR1## by ring closure of a corresponding ortho-carbonyl substituted benzoylhydrazine thiocarboxamide, greatly improved yields are obtained by cyclization of a compound of the structural formula: ##STR2## by reaction under mildly basic conditions at ambient or room temperature in the presence of a non-reactive polar organic solvent and a hindered aliphatic amine.

REFERENCES:
patent: 4264502 (1981-04-01), Patel et al.
patent: 4289527 (1981-09-01), Hedrich
patent: 4292071 (1981-09-01), Kirkpatrick
Sykes, "A Guide Book to Mechanisms in Organic Chem." (1966), pp. 72-25, 77.
Gould, "Mechanism & Structure in Organic Chem." (1959), Chapter 8, pp. 251-254, 268-269.
Buehler & Pearson, "Survey of Organic Synthesis" (1970), pp. 897-899, 907.

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