101-12-2

Basic information

• Product Name: 3,3'-Diaminobenzanilide
• Synonyms: 3,3'-diaminobenzanilide;3-aminophenyl 3-aminobenzoate;N-(3-Aminophenyl)-3-aminobenzamide;3-azanyl-N-(3-azanylphenyl)benzamide
• CAS NO: 101-12-2
• Molecular Formula: C₁₃H₁₃N₃O
• Molecular Weight: 227.26182
• EINECS: 202-917-3
• Mol File: 101-12-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,3'-Diaminobenzanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-Diaminobenzanilide(101-12-2)
• EPA Substance Registry System: 3,3'-Diaminobenzanilide(101-12-2)

Safety Data

• Hazardous Substances Data: 101-12-2(Hazardous Substances Data)

Usage

General Description

3,3'-Diaminobenzanilide is a chemical compound with a molecular structure that features two amino groups (-NH2) attached to a central benzene ring, which is further substituted with an anilide group. It plays a significant role in organic synthesis, particularly in the preparation of various aromatic compounds, dyes, and pharmaceuticals. Its versatility lies in its ability to serve as a key building block in the formation of more complex organic molecules.

Upstream product

• 101-24-6 N-(3-nitrophenyl)-3-nitrobenzamide 

Downstream Products

• 65481-33-6 3'-[m-(1-carboxyformamido)benzamido]-oxanilic acid 

Relevant articles and documents

Naphthalene-1,8-diylbis(diphenylmethylium) as an organic two-electron oxidant: Benzidine synthesis via oxidative self-coupling of N,N-dialkylanilines

Naphthalene-1,8-diylbis(diphenylmethylium) exhibits a unique electron-transfer reduction behavior due to the close proximity of the two triarylmethyl cations, which form a C-C bond while accepting two electrons, leading to 1,1,2,2-tetraphenylacenaphthene. The preparation of the dication was readily accomplished under anhydrous conditions starting from a cyclic bis(triarylmethyl) ether, derived from 1,8-dibromonaphthalene. The process proceeded via deoxygenation accompanying the formation of a disiloxane on treatment with a silylating agent (Me3SiClO4 or Me 3SiOTf) in 1,1,1,3,3,3-hexafluoropropan-2-ol. The dication was successfully employed for oxidative coupling of N,N-dialkylanilines at the paraposition to afford the corresponding benzidines in good to excellent yield.