25947-04-0

Basic information

• Product Name: BENZO(A)PHENOTHIAZIN-5-ONE
• Synonyms: BENZO(A)PHENOTHIAZIN-5-ONE;5H-Benzo[a]phenothiazin-5-one
• CAS NO: 25947-04-0
• Molecular Formula: C₁₆H₉NOS
• Molecular Weight: 263.31376
• Mol File: 25947-04-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BENZO(A)PHENOTHIAZIN-5-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZO(A)PHENOTHIAZIN-5-ONE(25947-04-0)
• EPA Substance Registry System: BENZO(A)PHENOTHIAZIN-5-ONE(25947-04-0)

Safety Data

• Hazardous Substances Data: 25947-04-0(Hazardous Substances Data)

Upstream product

• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 137-07-5 2-amino-benzenethiol 
• 81469-26-3 6-bromo-5H-benzophenothiazin-5-one 
• 25947-05-1 6-chloro-5H-benzophenothiazin-5-one 
• 108-24-7 acetic anhydride 
• 130-15-4 [1,4]naphthoquinone 
• 98370-54-8 zinc 2-aminobenzenethiolate 
• 13243-65-7 2,3-Dibromo-1,4-naphthoquinone 
• 571-60-8 1,4-Dihydroxynaphthalene 

Downstream Products

• 214-97-1 15,16-dithia-5,10-diazahexaphene 
• 91255-64-0 6-Butoxybenzophenothiazin-5-one 
• 25947-08-4 6-methoxy-5H-benzophenothiazin-5-one 
• 84808-82-2 6-ethoxy-5H-benzophenothiazin-5-one 
• 91255-65-1 6-(4-Hydroxy-butoxy)-benzo[a]phenothiazin-5-one 
• 74652-30-5 6-benzoyl-5H-benzophenothiazin-5-one 
• 96691-45-1 6-p-Tolylamino-benzo[a]phenothiazin-5-one 
• 96691-43-9 6-(4-Chloro-phenylamino)-benzo[a]phenothiazin-5-one 
• 96691-44-0 6-(4-methoxyanilino)-5H-benzo[a]phenothiazin-5-one 
• 26197-31-9 6-methyl-5H-benzophenothiazin-5-one 
• 60598-35-8 6-phenylamino-5H-benzophenothiazin-5-one 
• 80167-43-7 6-ethylanilino-5H-benzophenothiazin-5-one 
• 86673-54-3 6-phenyl-5H-benzophenothiazin-5-one 
• 77264-99-4 6-N-Methyl-N-phenylaminobenzophenothiazin-5-one 

Relevant articles and documents

Rapid Access to New Angular Phenothiazine and Phenoxazine Dyes

The synthesis of some new thiophenyl-derivatized and furanyl-derivatized phenothiazine and phenoxazine dyestuffs is described. This was achieved by two methods after the synthesis of 6-chloro-5H-benzo[a]phenothiazin-5-one, 6-chloro-5H-benzo[a]phenoxazin-5-one, and 6-chloro-5H-naphtho[2,1-b]pyrido[2,3-e][1,4]oxazin-5-one intermediates via anhydrous base condensation reaction of 2,3-dichloro-1,4-naphthoquinone with 2-aminothiophenol, 2-aminophenol, and 2-aminopyridinol, respectively. The first method involved treatment of tributyl(thien-2-yl) or tributyl(furan-2-yl) stannane with chlorophenothiazine/chlorophenoxazine under mild basic chemical formula (CsF) and 1,4-dioxane or toluene solvent at 80°C to supply dazzling yellow solid in high yields. In the second method, the catalytic system was pre-activated in acetonitrile, followed by addition of coupling partners and K3PO4to obtain high melting and variety of highly colored products in moderate to high yields. The reaction conditions were compatible with unprotected N–H and carbonyl functional groups. The intense colors of these dyes and their ease of re-oxidation of Na2S2O4-reduced derivatives make them suitable as vat dyes. Also, they were found to be good colorants for textiles, papers, paint, ink, soap, polish, candle, and plastic materials.

Ecofriendly syntheses of phenothiazones and related structures facilitated by laccase – a comparative study

The biocatalytic synthesis of phenothiazones and related compounds has been achieved in an aqueous system under mild conditions facilitated by laccase oxidation. It was found that by coupling 2-aminothiophenol directly with 1,4-quinones, the product yield

1H AND 13C CHEMICAL SHIFT DATA OF SOME OMMOCHROME MODELS: SUBSTITUTED BENZO-5H-PHENOXAZIN-5-ONE

1H and 13C chemical shift data are reported for some substituted benzo-5H-phenoxazin-5-ones, that are convenient models of natural ommochromes.Assignments are based on one- and two-dimensional techniques.