DE1543075A1 - Process for the production of a halogenated hydrocarbon - Google Patents

Description

The invention relates to a new halogenated coal fuel ■ owie «in the process of making it.

BIe new connection Ä · ** d * ·· ey »tesMttleohe Beselmung 1,1,1,2,2-Pentafluor-3-bro» -3 ~ chlorprop «n and is given by the formula 0? _? .OP ₂ .OBBrOl shown. It is «trolled as a non-flammable indoor aesthetic for use in men quakes or in animals ·

The safety margin of 1,1,1,2,2-pentafluoro ~ 3 ^ broat-3'-o3ilor propane when using ale inhalation ana the tilrum when using

909837/1468

BATH

Animals are also relatively "moderately high" In pathogen-free mice, the ratio IC50 / AO50 (where LO50 is the minimum concentration, based on the volume, of steam) is "the killing of 50 pounds of the test mice in 30 minutes and A050 the minimum concentration." , based on the volume of vapor is "the i to achieve a full anesthesia at 50 'the Ver-Bucharest mice in 30 Hinuten required lot) 2.0: 0.6, d _a h _n 3» 3. Xn previous studies on Kaninohen has been found that complete surgical anesthesia is obtained in about 5 minutes by inhalation of the vapor in air at a concentration of 3.5 vol.jS "and that this anesthesia can be maintained at a consentration of 2.0 vol.jS" At this maintenance concentration, no cardiac irregularity and only a weak, "slightly reversible hypotension" were observed

Another feature of the invention is a method aur position of the compound duroh halogenation of 1,1,1,2,2-pontafluoro-3-chloropropane or 1,1,1,2,2-pentafluoro-3-broapropan with Bromine baswo with chlorine.

Oemfious of a method wii'd dio Vorbintluiig horgastollt »by" I F11 "J? 2 1 2-Pe.ntaf luor «* 3" Chloropropane is heated with bromine in the vapor phase »

Make another Methods are connecting _ä by 1 ₉ 1,1,2,2-I entafIuoi "" 3 "bro2apropan wit chlorine in-Dnmpfphaae Gi'hitst w: Lrd

■ - 2 - ORIGINAL BATHROOM

909837 / U68

When carrying out this reaction by vapor phase bromination of 1 »1 ₅ 1» 2.2 ««> Pcntafluor * 3 "Chlorpropon or steaming phases" - chlorination of 1 _t 1 _f V- »2-Penta £ luor« 3- bromopropane are 2 © mperaturen in the range of 500 ⁰ C bis 600 ⁰ C preferred "and temperatures of 450 ° Borelch 0 to 55O ⁰ C Bind particularly bevoraugto

The Broraierung or chlorination can also in the liquid Phase or vapor phase carried out in the presence of water vr er den using lower temperatures than them with the corresponding purely thermal bromination or Ohlorlerunga reaction can be applied.

In the halogenation reactions there is a molar overshoot of chloropentafluoropropano or bromopentafluoropropane Halogen prefers "

According to another feature of the invention, anesthetics are provided Inhalation preparations made available, which 1 * 1 * 1 ^, S-Pentafluor ~ 3-broa ~ 3-ohlorpropane in a mixture with oxygen in suitable proportions for the achievement of anaesthetics in humans odor animal contained

This preparation can in itself be considered a matter of urgency from AnUsrlieiSie on MGiishon or animal in a known manner and can be applied .. So, for example, the

909 8 37 / U68

Anesthetics are used in devices or machines _s werdono applied the sur evaporation of liquid anesthetic agents and mixture thereof, containing oxygen with oxygen or with air or other gaseous mixtures in a respiration under Regulations crowd "The inhalation" anäathetikum 1, 1,1, 2, 2 · ^pentafluoro: -J-bromo-J-chloropropane boils at 73 ⁰ C and is BweokmässigerwoiBe stored in containers "they iri.e normal legally for related volatile anesthetics of comparable boiling point _f, for example, ether» chloroform or Halothaat, are used ₀

It is evident that that used for anesthetic Zwooke be isijiiSfS-pentafluoro-'J-bromo-J-chloropropane free from all tosißchön impurities must dia can be present for that special su desöen manufacturing process used ₀ The crfindungegeinässe anesthetic can gewtinschtenfalls with " Other pharaasoutiech compatible materials, for example stabilizers and derglo, can be mixed. volatile stabilizing agent _B such as ethanol, which is physiologically compatible _f or a non-volatile stabilizing saddle _y that is not transferred during evaporation, as ihymol * can be used ο

The inventive InlialationaanäBthotilaini can also, if desired, one or more hekarsLi'ue Inhalationsanätho »for example Ä-thor $ Ghlorofo; -: ^ 'OaoljgaSp Äthylen _r , Svi

BATH ORIGINAL 909837/1488

sr

contain chlorethylene, cyclopropane halothane, divinyl ether, trifluoroethyl vinyl ether or methoxyflurane (CHGl ₂ OCFgOCH *) «.

The anaesthetic agent is preferably administered by inhalation in admixture with at least one other constituent containing oxygen, vorsugswedse in controlled amounts in a gaseous carrier _? administered “In this way, the anesthetic agent can be vaporized and mixed with oxygen, which, for example, is carried out as pure oxygen or as air to form a gaseous inhalation anesthetic that contains a sufficient proportion of the aesthetic agent to the desired extent .Supply anesthesia and a sufficient amount of oxygen! for adequate breathing. aufrooh '& suerhaXtfin «The steam of the anesthesia see Mttels yßd doa? Oxygen or the oxygen-containing mixture ktfn- nw. YorgöKJiöcht "or they can be mixed before the administration in order to supply the lungs with the desired proportions of lesthesia and oxygen"

The following examples illustrate the invention without au restrict"

example 1

Nitrogen was passed through 1 _C 1.1 ₉ 25 2- eutftfluor-3-bromopropane perlon ε unfold the threshing bottle kept in a low temperature v / ar _o The gas mixture obtained was mixed with chlorine and the combined gases were in a horizontal Glass

909837 ⁵ /? 46 8 BATHROOM ORIGINAL

Pipe led from the outside diameter of 7 cm · This vessel was equipped with an inner, central blowpipe of 23 em in length and an inner diameter of 6 cm, the closed end of which was exposed to the incoming reaction components »A mercury vapor lamp (45 W) was generally attached to the inner tube» me reaction was carried out in the annular space between the inner tube Iind the further glass tube hei a temperature of about 25 ⁰ C

The emerging Sase went through a side pipe on an exit » strip column that is kept on a at room temperature Boiler was put on »whereby on the Abetreifkolonne itself one with a mixture of solid carbon dioxide and trichloroethy " 3-βη geldlhlter cooler was attached. Hydrogen chloride dungeons the system over the heat exchanger, while the raw reaction product collected in the boiler

When the entire CF ^ G ^ 'ö ^ Br-BeBOtLlekung has gone through the system WuT ₁ the liquid collected in the boiler would be fractionated in a 90 cm (3 feet) long column with vacuum jackets, which was filled with lenskes spirals, with the up siedonde to 5O ⁰ C! fraction consisted essentially of unreacted ^ OffjeC oCTIgBt, sxir further chlorination was riickgefülirt ,, the fractions liöhersioäenden a Beinigungsverfahren durcia SSAA ^ ^ ChromatogrBphie liquid were subjected to yield 1.1 _r 1 ₉ 2 , 2-pentafluoro-3-bromo-3-clilorpropane in the pure state from * 75 ⁰ C to atmospheric pressure

909 b 37/1468 BAD ORIGINAL

Example 2 .

A vertical glass tube 19 cm in length and 2.2 cm in diameter was fitted with a must-have container for a thermocouple ₉ and the tube was packed over 19 cm in length with porcelain rings 0.3 cm in height and 0.3 cm in diameter “The pipe was kept at a temperature of 50O ⁰ O by means of a micro-oven

3? 5 ml 1 _f 1 ji ^^ - Pentafluor ^ -ehlorpropane and Ί ml of bromine were "passed" down through the furnace over a period of time τοη 2 mi while nitrogen was also passed through at a rate of 360 ml / hour Furnace was passed.

The raw product was placed in a flask (which you-eh bis was chilled) collected and treated with cold aqueous ITaOE solution (5 wt. ^) ge \? a " see “Then it was washed with water and dried over sodium sulfate

Gas chromatographic analysis showed that the $ ä crude 42 wt. Desired, the 1,1,1,2,2
propane goods *

Example “3

A rabbit v / urdo strapped to a section table, u
a dense face bias & e ni'c. Evacuation valves were attached. The groin was infiltrated with procaine, and the faeiioral artery was separated and recorded

9G9837 / U68 BAO

1543 t

SSf,

w \ iP4e Jier | E © et93.3.1i W ^ iö a Douglas bag

Ksnjjiehen 4urph Inhalstipn administered

And Helit? 9 ^ e? Äi @ if @ ^ continuous

$ Mnvftm mQ && m $ * $ im te? InliGlation was that

inhaled öinai ^ Qh WU? <te 2.0 VoI. ^ reduced, m $ the Injiai ^ tip this §§ »£ §! @!) gg

winch 1

this ^ eitspannt knew no kardia5.gn tfnrgge UB4 ni «· a

BATH ORIGINAL

i0iS37 / 14gi

Claims (10)

1 _a ) ! Feu «? chemical bonding 1,1,1
3 ~ chloropropane _{or similar} 2) Process for the preparation of 1,1,1,2,2 ~ pentafluor «-3 ~ bromo · 3-chloropropane by halogenation with bromine or with chlorine of the corresponding 1 _? 1.1 _f 2.2-pentafluoro-3-chloro propane or 151 _f 1 ₉ 2,2? Entafluor-3 3 *) Process for the production of? On 1 ₉ 1,1,2,2-pentafluoro "" 3 * bromo-3 "chlorpropsti according to Aiaopruch Z ₉ characterized in that one 1" 1 _V 1 _f .2 ₉ 2-? Entafluor -3-chloropropane heated with Broa. Λ ») Method for the division of 1,1p 1,2, ^ 3-chloropropane according to claim 2, characterized in that» dssa 1j.1,1 ₎ 2,2-pentafluoro-3 '"teompropane is heated with chlorine · 5o) Terfshron according to claim 3 or 4, characterized in that the bromination or chlorination is carried out in the vapor phase at a temperature in the range of 300 ⁰ C. Organic 60O ⁰ C, preferably 450 ⁰ C to 55O ⁰ C, 6 _tf ) Process according to Claim 2, characterized in that the bromination or chlorination is carried out in the presence of 1J7 «* drove through b " _n . _n 9 0 9 8 3 7 / U 6 8 BAD Ad 7.) Unaesthetic inhalation preparation, characterized by a content of 1,1,1,2,2 ~ pentafluoro ~ 3 ~ bromo ~ 3 ~ chloropropane mixed with oxygen in suitable proportions to achieve anesthesia in humans or animals _{or the like} 8 “Preparations according to claim 7, characterized in that a known inhalation anesthetic is also present or several known inhalation anesthetics are present, 9o) preparations according to claim 8, characterized in that As known anesthetics, ether, chloroform, nitrous oxide, ethylene, triehloroethylene, cyclopropane, halothane, divinyl ether, rifluoroethyl vinyl ether or methoxyflurane are present " 10 ') A method for producing anesthesia in a human or u _s ieren? Characterized in that 7 bleibte a anästheti3che Inlialationesubereitung according to any one of claims to 9 in an amount sufficient to achieve dia desired depth of anesthesia, while simultaneously maintaining the "Respiration administered 1In) Method according to claim 1O _5, characterized ₉ that the vapor of the anesthetic and the oxygen or the gaseous oxygen-containing Gemisohj Yor are mixed or that they are mixed during the administration * PATENT Pending Mt-INa. H. FINCKE DIPL-ING. H. IOHR DlPL-ING S. STAEGER 10 - 909837 / U68