114951-27-8

Basic information

• Product Name: 7-acetoxy-7-acetoxymethyl-6,7-dihydro-6-methyl-5H-pyrrolo<3,4-b>pyridin-5-one
• CAS NO: 114951-27-8
• Molecular Weight: 278.265
• Mol File: 114951-27-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 7-acetoxy-7-acetoxymethyl-6,7-dihydro-6-methyl-5H-pyrrolo<3,4-b>pyridin-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-acetoxy-7-acetoxymethyl-6,7-dihydro-6-methyl-5H-pyrrolo<3,4-b>pyridin-5-one(114951-27-8)
• EPA Substance Registry System: 7-acetoxy-7-acetoxymethyl-6,7-dihydro-6-methyl-5H-pyrrolo<3,4-b>pyridin-5-one(114951-27-8)

Safety Data

• Hazardous Substances Data: 114951-27-8(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 114951-26-7 6,7-dihydro-6-methyl-7-methylene-5H-pyrrolo<3,4-b>pyridin-5-one 1-oxide 
• 114951-33-6 N-acetyl-N-methylnicotinamide 1-oxide 
• 85320-78-1 2-acetylnicotinic acid 1-oxide 
• 114951-30-3 6,7-dihydro-7-hydroxy-6,7-dimethyl-5H-pyrrolo<3,4-b>pyridin-5-one 1-oxide 
• 114951-29-0 methyl 2-acetylnicotinate 1-oxide 
• 114951-31-4 N-acetyl-N-methylnicotinamide 
• 111068-01-0 3-acetoxy-4-aza-3-methyl-1(3H)-isobenzofuranone 4-oxide 
• 114-33-0 N-Methylnicotinamide 
• 38070-70-1 4-aza-3-chloro-3-methyl-1(3H)-isobenzofuranone 4-oxide 

Relevant articles and documents

The Mechanism of the Reaction of Nicotinic Acid 1-Oxide with Acetic Anhydride

In order to elucidate the mechanism of the 2-acetylation in the reaction of nicotinic acid 1-oxide (2a) with boiling acetic anhydride, thermal reactions and reactions with hot acetic anhydride have been explored with 3-X-pyridine 1-oxides (2).The former reactions of 2d (X = CONHAc), 2f (X = CONMeAc), 2h (X = CH2OAc) and 2j result in recovery or decomposition.The latter reactions of 2c (X = CONH2), 2d, 2e (X = CONHMe), 2h and 2j bring about mainly deoxygenative α-acetoxylation, no 2-acetylation being noticed.However, the reaction of 2f with acetic anhydride affords 6,7-dihydro-6-methyl-7-methylene-5H-pyrrolopyridin-5-one 1-oxide (7) as an initial product, which further undergoes deoxygenative β-acetoxylation to give 7-acetoxy-7-acetoxymethyl-6,7-dihydro-6-methyl-5H-pyrrolopyridin-5-one (8) and 7-acetoxymethylene-6,7-dihydro-6-methyl-5H-pyrrolopyridin-5-one (9).On the basis of the results we propose a new electrophilic pathway for the 2-acetylation of 2a and 2f.Keywords - pyridine 1-oxide 3-substituted; nicotinic acid 1-oxide; nicotinamide 1-oxide N-acetyl-N-methyl; pyrrolopyridine; 2-acetylation; pyridone formation