37055-54-2

Upstream product

• 101449-10-9 3,5-di-tert-butylacetophenone oxime 
• 507-20-0 tertiary butyl chloride 
• 103-84-4 Acetanilid 
• 16225-26-6 3,5-di-tert-butylbenzoic acid 
• 3282-30-2 pivaloyl chloride 

Downstream Products

• 42771-41-5 2-Bromo-3,5-di-tert.-butylacetanilid 
• 103392-18-3 acetic acid-(3,5-di-tert-butyl-4-nitro-anilide) 
• 13733-07-8 3,5-Di-t-butyl-2,4-dinitroacetanilid 
• 13733-08-9 3,5-Di-t-butyl-2,6-dinitroacetanilid 
• 224631-95-2 N-methyl-3,5-di-tert-butylaniline 
• 13733-09-0 3,5-Di-t-butyl-2,4-dinitroanilin 
• 13850-68-5 3,5-Di-t-butyl-2,6-dinitroanilin 
• 13733-10-3 2,4-Di-tert-butyl-1,3-dinitro-benzol 
• 13733-12-5 2,4-Di-t-butyl-3-nitroanilin 
• 13733-13-6 2,4-Di-tert-butyl-3-nitro-1-chlor-benzol 
• 60375-71-5 2,4-Di-tert-butyl-1,3-dichlor-benzol 
• 42771-43-7 2-Bromo-3,5-di-tert.-butyl-6-nitroacetanilid 
• 42771-44-8 2-Bromo-3-tert.-butyl-5-nitroacetanilid 
• 42771-45-9 2-Bromo-3,5-di-tert.-butyl-6-nitroanilin 

Relevant academic research and scientific papers

Retinobenzoic Acids. 1. Structure-Activity Relationships of Aromatic Amides with Retinoidal Activity

Two types of aromatic amides, terephthalic monoanilides and (arylcarboxamido)benzoic acids, have been shown to possess potent retinoidal activities and can be classified as retinoids.The structure-activity relationships of these amides are discussed on the basis of differentiation-inducing activity on human promyelocytic leukemia cells HL-60.In generic formula 4 (X = NHCO or CONH), the necessary factors to elicit the retinoidal activities are a medium-sized alkyl group (isopropyl, tert-butyl, etc.) at the meta position and a carboxyl group at the para position of the other benzene ring.The bonding of the amide structure can be reversed, this moiety apparently having the role of locating the two benzene rings at suitable positions with respect to each other.Substitution at the ring position ortho to the amide group or N-methylation of the amido group caused loss of activity, presumably owing to the resultant change of conformation.It is clear that the mutual orientation of the benzylic methyl group(s) and the carboxyl group and their distance apart are essential factors determining the retinoidal activity.Among the synthesized compounds, 4-benzoic acid (Am80) and 4-benzoic acid (Am580) were several times more active than retinoic acid in the assay.They are structurally related to retinoic acid, as is clear from the biological activity of the hybrid compounds (M2 and R2).

Aluminum Chloride Catalyzed Reaction of Acetanilide with Pivalyl Chloride

Product development was studied in the aluminum chloride catalyzed reaction of acetanilide with pivalyl chloride. 3-tert-Butylacetanilide is the major product because of its relative resistance to dealkylation by reaction-produced HCl.At long reaction times all alkylation products are converted back to acetanilide with the only survivor being 2,2-dimethyl-5-tert-butyl-7-acetamidoindanone.The crystal structure of this compound was determined.It crystallized in the space group Pnma with cell constants a = 12.571 (3) Angstroem, b = 7.302 (1) Angstroem, c = 16.910 (3) Angstroem, V = 1552.24 Angstroem3, z = 4.Refinement of the 1224 data with F2 3?(F2) resulted in discrepancy indices R1 = 0.056 and R2 = 0.074.A novel mechanism for formation of this indanone is proposed, involving nucleophilic attack by alkene on a protonated arene ring.