Crystalline products of tolbutamide decomposition in water after microwave treatmentElectronic supplementary information (ESI) available: XRPD patterns of the precipitate (Fig. S1 and S2). CCDC 918967 and 918969. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c3ce40145f

Microwave treatment of a hot water-drug suspension has resulted in the partial decomposition of tolbutamide (form I). Two new crystalline phases were isolated from the precipitate: the n -butylammoniun salt of tolbutamide and the novel polymorph of p -toluenesulfonamide. Their crystal structures were determined by single-crystal X-ray diffraction. The n -butylammoniun salt of tolbutamide is unstable in air and after decomposition crystallizes in the starting form I tolbutamide. The novel polymorph (β) of p -toluenesulfonamide differs from the old one (α) in an unusual arrangement of layers. Two new crystalline phases were isolated after microwave treatment of water-tolbutamide suspension: n -butylammonium salt of tolbutamide and novel polymorph of p -toluenesulfonamide.