New research progress on 95-01-2 in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 95-01-2, Name is 2,4-Dihydroxybenzaldehyde, formurla is C7H6O3. In a document, author is OHKATA, K, introducing its new discovery. Safety of 2,4-Dihydroxybenzaldehyde.
In the presence of 1,4-diazabicyclo[2.2.2]octane, 5-amino-3-methylisothiazole (4a) in acetonitrile condensed with N-methyl-p-chlorobenzimidoyl chloride (5a) to afford two kinds of compounds along with several minor products. One of the two was 1 : 1 condensed product (6a) and the other was 2 : 1 condensed product (7a). The latter compound was obtained in higher yield when an excess 4a was treated with 5a. On the other hand, in the absence of the additional base, 2 : 3 condensed compound (8a) was isolated as a major product besides 6a and 7a. 8a was obtained by treatment of 7a with 2 equiv. of imidoyl chloride in 21% yield. Reaction of 5-amino-3-phenylisothiazole (4b) with imidoyl chloride (5a,b) furnished the analogous products. On the other hand, condensation of 5-amino-3-phenylisoxazole (4c) with 5a furnished the oxygen analogue (6d) corresponding to 6b as a sole isolated product. The formation of 7 is explained by ring-transformation from isothiazole into thiadiazole via hypervalent 10-S-3 type sulfurane (B). According to a variety of investigations of heterocycles containing sulfur atom, it has been suggested that 10-S-3 type sulfurane is an important intermediate in several reactions.1,2. In a previous paper, we reported that a ring transformed thiadiazole derivative (1) instead of the expected isothiazole derivative (2) was isolated as a sole product in the reaction of 5-amino-3-methylisothiazole with arylnitrile.3a The fact was explained by invoking 10-S-3 sulfurane (A) as a intermediate. In connection with this finding, we describe in this paper results of the reaction of 5-aminoisoazole derivatives (4a-c) with imidoyl chloride (5a,b) under several conditions.
Because enzymes can increase reaction rates by enormous factors and tend to be very specific, typically producing only a single product in quantitative yield. If you are hungry for even more, make sure to check my other article about 95-01-2, Safety of 2,4-Dihydroxybenzaldehyde.
Reference:
Isothiazole – Wikipedia,
,Isothiazole – ScienceDirect.com