417715-45-8

Basic information

• Product Name: N-propyl-2-(2-bromoethyl)amino benzoic amide
• Synonyms: N-propyl-2-(2-bromoethyl)amino benzoic amide
• CAS NO: 417715-45-8
• Molecular Weight: 285.184
• Mol File: 417715-45-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-propyl-2-(2-bromoethyl)amino benzoic amide(CAS DataBase Reference)
• NIST Chemistry Reference: N-propyl-2-(2-bromoethyl)amino benzoic amide(417715-45-8)
• EPA Substance Registry System: N-propyl-2-(2-bromoethyl)amino benzoic amide(417715-45-8)

Safety Data

• Hazardous Substances Data: 417715-45-8(Hazardous Substances Data)

Upstream product

• 56814-10-9 2-amino-N-propylbenzamide 
• 106-93-4 ethylene dibromide 
• 118-92-3 anthranilic acid 
• 118-48-9 isatoic anhydride 

Downstream Products

• 417715-54-9 1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ⁵-benzo[1,3,2]diazaphosphinine-2-carboxylic acid (4-nitro-phenyl)-amide 
• 417715-50-5 1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ⁵-benzo[1,3,2]diazaphosphinine-2-carboxylic acid (4-chloro-phenyl)-amide 
• 417715-52-7 1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ⁵-benzo[1,3,2]diazaphosphinine-2-carboxylic acid p-tolylamide 
• 417715-48-1 1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ⁵-benzo[1,3,2]diazaphosphinine-2-carboxylic acid phenylamide 

Relevant articles and documents

Synthesis and crystal structure of 2-propyl-5-phenyl-1, 4-dioxo-1,2,3,4,5,6,7,8-octahydro-[1,4,2]diazaphosphorino [1,2-a][1,3,2]benzodiazaphosphorine 3-oxide

The synthesis and structure characterization of 2-propyl-5-phenyl-1,4-dioxo-1,2,3,4,5, 6,7,8-octahydro-[1,4,2]diazaphosphorino[1,2-a][1,3,2]benzodiazaphosphorine 3-oxide are described. The title compound has been designed to incorporate proximate carbonyl and phosphoryl groups in a heterocycle fused to benzophosphadiamide heterocycle. Crystal data: C19H20N3O3P, Monoclinic, space group P2(1)/c, with a = 9.7585(9) A, b = 21.4319(19) A, c= 17.7900(16) A, β = 100.823(2)°, Z = 8, V = 3654.5(6) A3. The crystal structure shows that the proximate carbonyl and phosphoryl groups are not coplanar, and the [1,4,2]diazaphosphorino moiety prefers the boat conformation.

An unusual addition and ring-closure reaction of 1-(2-bromoethyl)-2,3-dihydro-3-propyl-1,3,2-benzo-diazaphosphorin-4(1H)-one 2-oxide with carbon disulfide for a new and convenient synthesis of the fused phosphorus heterocyclic compound

The reaction of 1-(2-bromoethyl)-2,3-dihydro-3-propyl-1,3,2- benzodiazaphosphorin-4(1H)-one 2-oxide with carbon disulfide takes an alternative pathway in the use of different bases. The sodium hydride mediated reaction leads to the formation of the tricyclic fused 1,2,3,4,4a,4b,5,6-octahydro-6-oxo-5-propyl-4-thia-3,4b,4a -thiazphosphaphenanthridine 4a-oxide via addition of H-P bond across the double bond of carbon disulfide followed by intramolecular cyclization. In the presence of triethylamine, refluxing a mixture of 1-(2-bromoethyl)-2,3-dihydro-3-propyl-1,3,2-benzodiazaphosphorin-4(1H)-one 2-oxide with carbon disulfide in benzene takes an unusual course with formation in excellent yield of the first example of fused phosphorus heterocyclic 4-[1′-(β-bromoethyl)-4′-oxo-3′-propyl-1′, 2′,3′,4′-tetrahydro-1,3,2-benzodiazaphosphorin-2′ -sulfide]-1,2,3,4,4a,4b,5,6-octahydro-6-oxo-5-propyl-3,4b, 4a- thiazphosphaphenanthridine 4a,2′-dioxide, which was confirmed by spectroscopic methods, microanalyses and single crystal X-ray structure determination.