153905-32-9

Basic information

• Product Name: phenyl N-chloroacetylanthranylate
• CAS NO: 153905-32-9
• Molecular Weight: 289.718
• Mol File: 153905-32-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: phenyl N-chloroacetylanthranylate(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl N-chloroacetylanthranylate(153905-32-9)
• EPA Substance Registry System: phenyl N-chloroacetylanthranylate(153905-32-9)

Safety Data

• Hazardous Substances Data: 153905-32-9(Hazardous Substances Data)

Upstream product

• 10268-69-6 phenyl anthranilate 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 153905-27-2 2-chloroacetylamino-2'-hydroxybenzophenone 

Relevant articles and documents

APPLICATION OF THE PHOTO-FRIES REARRANGEMENT OF ARYL N-CHLOROACETYLANTHRANYLATES AS KEY STEP IN THE SYNTHESIS OF 5-(2-HYDROXYPHENYL)-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONES

Condensation of isatoic anhydride with phenols, followed by treatment of the resulting aryl anthranylates (4) with chloroacetyl chloride gives aryl N-chloroacetylanthranylates (5).Their uv-irradiation results in photo-Fries rearrangement, to afford benzophenones (6).Direct treatment of the latter with ammonia gives rise to 1,3-quinazolines (7); by contrast, treatment of 6 with potassium iodide and subsequently with ammonia leads to 1,3-dihydro-2H-1,4-benzodiazepin-2-ones (1).