Phosphorous pentachloride

Acid rhodamines are made by the iatroduction of the sulfonic acid group to the aminoxanthene base. The preferred route is the reaction fluorescein (2) with phosphorous pentachloride to give 3,6-dichlorofluoran (fluorescein dichloride) (23), which is then condensed with a primary aromatic amine in the presence of 2inc chloride and quicklime. This product is then sulfonated. For example, if compound (23) (fluorescein dichloride) is condensed with aniline and the product is sulfonated. Acid Violet 30 Cl45186) (24) is produced. 

Safety. Magnesium oxide (fume) has a permissible exposure limit (PEL) (134) (8 hours, TWA), of 10 mg/m total dust and 5 mg/m respirable fraction. Tumorigenic data (intravenous in hamsters) show a TD q of 480 mg/kg after 30 weeks of intermittent dosing (135), and toxicity effects data show a TC q of 400 mg/m for inhalation in humans (136). Magnesium oxide is compatible with most chemicals exceptions are strong acids, bromine pentafluoride, chlorine trifluoride, interhalogens, strong oxidizers, and phosphorous pentachloride. 

Succinyl chloride [543-20-4] is obtained from phosphorous pentachloride and succinic acid, from thionyl chloride and succinic acid or anhydride (91,92), or from phosgene and succinic anhydride (93). 

Caviion The reaction of phosphorous pentachloride toith diethyl acetone-l,3-dicarboxylate should be carried out in a hood, since hydrogen chloride is evolved. 

The checkers used phosphorous pentachloride purchased from the J. T. Baker Chemical Company the submitters used phosphorous pentachloride purchased from Eastman Organic Chemicals. 

Phosphorus compounds (phosphoric acid, phosphorous pentoxide, phosphorous oxychloride, phosphorous pentachloride, phosphorous pentasulphide)... 

Halogen-substituted olefins may be obtained from hydrazones by the action ofN-halocompounds. 327, /. 328.372 (Chloro compounds of this type may also be made by the direct action of phosphorous pentachloride on the ketone, e.g. ref. 329, 330.)... 

Phosphorous oxychloride Phosphorous pentachloride Phosphorous trichloride... 

Rgure 6.13 Deacylation of penicillin G using phosphorous pentachloride. 

Phosphorous pentachloride Phosphorus chloride (PCI5) (8) Phosphorane, pentachloro- (9) (10026-13-8)... 

A. 2,2-Dichloronorbornane. A 1-1., round-bottomed flask equipped with a mechanical stirrer and a calcium sulfate drying tube is charged with 91.3 g. (0.665 mole) of phosphorous trichloride and 90.0 g. (0.817 mole) of norcamphor (Note 2). The solution is stirred and cooled to 0° in an ice-salt bath, then 193 g. (0.927 mole) of phosphorous pentachloride is added in portions... 

Seventeen grams of phenazinone 59 was dissolved in 80ml of phos-phoryl chloride. Phosphorous pentachloride (15.6 g) was added and the mixture stirred for 2 h. The product (chloride salt) was collected by filtration, washed with ether, and dried. This solid was dissolved in 500ml of water, filtered to remove some insoluble tar, and 17.9g of potassium iodide was added to precipitate the iodide. The product was collected by filtration, washed with water, and dried in vacuo to yield 19.9g (71%) of 3-chloro-9-ethylphenazinium iodide (60). 

Phosphorous pentachloride 10026-13-8 Organic synthesis Pesticides Plastics... 

Very reactive nitrogen mustards and aziridine-containing molecules are usually too toxic for general therapeutic use, but find use in neoplastic disease. Benzodepa (182) is such an agent. Treatment of ethyl carbamate with phosphorous pentachloride leads to cyanate 180 which readily adds benzyl alcohol to produce carbamate 181. Displacement of the active... 

The original synthesis (16) used in our laboratories for the preparation of TEB is depicted in Scheme 3. 1,3,5-Triacetylbenzene (V) was treated with phosphorous pentachloride in car-... 

Separation. The product from above is treated with an equal weight of finely powdered (pulverized) phosphorous pentachloride. When the reaction is complete, cold water is added, while the whole is cooled externally by a freezing mixture. The p- derivative separates as a solid (mp 69°) and is recrystallized from etiianol. The o- form is an oily liquid that can be separated in a separation funnel. 

The dehydration of A,A -diacylhydrazines is a standard method for the formation of the 1,3,4-oxadiazole ring. 2,5-Dipicryl-l,3,4-oxadiazole (DPO) (19) is synthesized by treating 2,4,6-trinitrobenzoic acid (17) with phosphorous pentachloride, followed by treatment with hydrazine to give the A, A -diacylhydrazine (18) which undergoes dehydration on further reaction with phosphorous pentachloride in 1,2-dichloroethane. DPO exhibits high thermal stability but is very sensitive to impact and shock, making it useful in detonation transfer compositions. 

Payne MP, Shillaker RO, Wilson AJ Phosphoric acid, phosphorus pentoxide, phosphorus oxychloride, phosphorous pentachloride, phosphorus pentasulphide. HSE Toxicity Rev 30 1-22, 1993... 

Few examples of the intramolecular electrophilic substitution on a C2py oie site have been reported for benzo[/]pyrrolo[l,2-a]azepinones. Thus, treatment of acid 62 with phosphorous pentachloride results in Friedel-Crafts product 63 (Scheme 13 (2000T9351)). 

A second way of synthesizing it is from 2 -carboxy-4-chlorobenzophenone (21.3.21), which during reduction with zinc in acetic acid transforms into 3-(4 -chlorophenyl)phthalide (21.3.27). Sulfonylchlorination of this gives the corresponding snl-fonylchloride (21.3.28), which upon reaction with phosphorous pentachloride is chlorinated into 3-(4 -chlorophenyl-3 -chlorosulfo)-3-chlorophtalide (21.3.25). This is reacted with aqueous ammonia in the aforementioned manner, and it rearranges into chlorothalidone (21.3.26) [50]. 

Cephapirin Cephapirin, (6/ -franx)-3-[(acetyloxy)methyl]-8-oxo-7-[[(4-pyridinylthio) acetyl]amino]-5-thia-l-azabicyclo[4.2.0]oct-2-en-2-carboxylic acid (32.1.2.4), is synthesized by acylating 7-aminocephalosporanic acid with 4-pyridylthioacetic acid chloride (32.1.2.3), which is synthesized by reacting 4-chloropyridine with mercaptoacetic acid in the presence of a base, forming 4-pyridylthioacetic acid (32.1.22), and further transforming the resulting acid to the acid chloride by reacting it with phosphorous pentachloride. 

---