3251-57-8

Basic information

• Product Name: Acetamide, N-(3-hydroxy-4-methoxyphenyl)-
• CAS NO: 3251-57-8
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Mol File: 3251-57-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Acetamide, N-(3-hydroxy-4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-(3-hydroxy-4-methoxyphenyl)-(3251-57-8)
• EPA Substance Registry System: Acetamide, N-(3-hydroxy-4-methoxyphenyl)-(3251-57-8)

Safety Data

• Hazardous Substances Data: 3251-57-8(Hazardous Substances Data)

Upstream product

• 51-66-1 4-methoxyacetanilide 
• 53606-42-1 N-(3-Acetoxy-4-methoxyphenyl)acetamide 
• 636-93-1 5-nitroguaiacol 
• 108-24-7 acetic anhydride 
• 1687-53-2 5-amino-2-methoxyphenol 

Downstream Products

• 121062-95-1 3-<5-(acetylamino)-2-methoxyphenoxy>propionic acid 
• 154464-26-3 3-(cyclopentyloxy)-4-methoxybenzenamine 
• 133332-20-4 (E)-methyl-3-<3-(cyclopenyloxy)-4-methoxyphenyl>prop-2-enoate 
• 1021867-92-4 methyl 3-(3-cyclopentyloxy-4-methoxyphenyl)-4-nitrobutanoate 
• 61413-54-5 Rolipram 
• 1197924-28-9 3-cyclopentyloxy-4-methoxyacetanilide 
• 57240-27-4 2-{[4-(2-Acetylamino-4-hydroxy-5-methoxy-phenylamino)-phenyl]-ethyl-amino}-acetamide 
• 1349820-51-4 3-ethyl-6-methoxy-2-methyl-7-(2-phenoxymethoxy)-1H-quinolin-4-one 
• 1285487-41-3 4-methoxy-3-(2-phenoxyethoxy)phenylamine 
• 57838-90-1 N-[2-(4-Ethylamino-3-methyl-phenylamino)-5-hydroxy-4-methoxy-phenyl]-acetamide 
• 57839-23-3 5-Amino-2-methoxy-4-(4-methylamino-phenylamino)-phenol 
• 57838-71-8 5-Amino-2-methoxy-4-[(Z)-4-methylamino-phenylimino]-cyclohexa-2,5-dienone 
• 121062-96-2 5-amino-8-methoxy-4-chromanone 
• 151719-77-6 N-[3-(3-chloropropoxy)-4-methoxyphenyl]acetamide 

Relevant articles and documents

From paracetamol to rolipram and derivatives: Application of deacetylation-diazotation sequences and palladium-catalyzed matsuda-heck reaction

A six-step synthesis of the antidepressant rolipram from the popular analgetic 4-acetamidophenol (paracetamol) is described. The steps include oxidative functionalization of the aromatic core, diazonium salt formation via deacetylation-diazotation, Matsuda-Heck reaction, conjugate addition of nitromethane, and hydrogenative cyclization. Georg Thieme Verlag Stuttgart · New York.

Introduction of a hydroxy group at the para position and N-iodophenylation of N-arylamides using phenyliodine(III) bis(trifluoroacetate)

The reaction of anilides with phenyliodine(III) bis(trifluoroacetate) (PIFA) in trifluoroacetic acid (TFA), TFA-CHCl3, or hexafluoroisopropyl alcohol (HFIP) is described. When the acyl group of the anilide is highly electronegative, such as trifluoroacetyl, or the phenyl group is substituted with an electron-withdrawing group, the 4-iodophenyl group is transferred from PIFA to the amide nitrogen to afford acetyldiarylamines. On the other hand, when the acyl group contains an electron-donating function, such as 4-methoxyphenyl, or the phenyl group is substituted with an electron-donating group, a trifluoroacetoxy group is transferred to the para position of the anilide aromatic ring. This group is hydrolyzed during workup to produce the corresponding phenol.