8-fluoro-2,10,10-trichloro

Dibenzo-l,4-oxatellurine 8-Fluoro-2,10,10-trichloro- E12b, 848 (Ar20 + TeCl4)... 

Ethene Fluoro-trichloro- ElOa. 8 (History) E10b 312/324, 678 (Educt) EI0bz, 287f. (F,C = CCl or C1F=CFC1 Kat.)... 

Ethane 2.2-Bis-[4-methyl-pheny ]-1-fluoro-trichloro- FI0b2. 145 (Educt)... 

Direct bromination readily yields the 6-bromo derivative (111), just as with uracil. Analogous chlorination and iodination requires the presence of alkalies and even then proceeds in low yield. The 6-chloro derivative (113) was also obtained by partial hydrolysis of the postulated 3,5,6-trichloro-l,2,4-triazine (e.g.. Section II,B,6). The 6-bromo derivative (5-bromo-6-azauracil) served as the starting substance for several other derivatives. It was converted to the amino derivative (114) by ammonium acetate which, by means of sodium nitrite in hydrochloric acid, yielded a mixture of 6-chloro and 6-hydroxy derivatives. A modified Schiemann reaction was not suitable for preparing the 6-fluoro derivative. The 6-hydroxy derivative (115) (an isomer of cyanuric acid and the most acidic substance of this group, pKa — 2.95) was more conveniently prepared by alkaline hydrolysis of the 6-amino derivative. Further the bromo derivative was reacted with ethanolamine to prepare the 6-(2-hydroxyethyl) derivative however, this could not be converted to the corresponding 2-chloroethyl derivative. Similarly, the dimethylamino, morpholino, and hydrazino derivatives were prepared from the 6-bromo com-pound. ... 

A. N-Trijluoroacetanilide. In a two-necked, round-bottomed flask fitted with a thermometer, a Drierite tube, and a magnetic stirring bar are placed 4.56 ml. (4.66 g., 0.050 mole) of aniline [Benzenamine] (Note 1) and 15 ml. of dimethyl sulfoxide (Note 2). The resulting solution is stirred and cooled in an ice water bath, and when the internal temperature has dropped to 10-15°, 21.5 g. (0.10 mole) of 1,1,1-tri-chloro -3,3,3 -trifiuoroacetone [2 -Propanone, 1,1,1 -trichloro-3,3,3-tri-fluoro-] (Note 3) is added in portions through the condenser. A mild exotherm results, and the addition is extended over ca. 5 minutes to... 

Ethylenedioxybutyl)-3-trichloro-acetamido-l-cyclohexene, 58, 9, 11 Ethylene glycol, 56, 44 Ethyl a-fluoro-l-naphthaleneacetate, 57, 73 Ethyl 2-fluoropropanoate, 57, 73 3-Ethylhexane, 58, 3, 4 3-ETHYL-l-HEXYNE, 58, 1, 2, 3, 4 Ethylidenecyclohexane, 59, 46 Ethyliodide, 59, 133 Ethyl 2-iodo-3-nitropropionate, 56,65 Ethyl isocyanide, 55, 98 Ethyl isocyanoacetate, 59,184 l-Ethyl-4-isopropylbenzene, 55,10 Ethyl levulinates, 5-substituted, 58, 81 ETHYL 2-METHYL1NDOLE-5CARBOXY-LATE, 56, 72... 

Hydroxylamine hydrochloride (8) Hydroxylamine, hydrochloride (9) (5470-11-1) 2,2,2-Trichloro-1-ethoxyethanol Ethanol, 2,2,2-trichloro-1-ethoxy- (8,9) (515-83-3) 2-Fluoroaminobenzene Aniline, o-fluoro- (8) Benzenamine, 2-fluoro- (9) (348-54-9) 7-Fluoroisatin 1 H-lndole-2,3-dione, 7-fluoro- (8,9) (317-20-4)... 

A mixture of silver(I) fluoride and 2,2 -bipyridine replaces chlorine with fluorine in 1-chloro-octane in 86% yield after 45 minutes at 130°C.28 Some heterocyclic polychloro derivatives are also fluorinatcd by silver(I) fluoride. Thus, perfluoro(2,3,4,5-tetrahydropyridine) (1) and per-fluoro(3,4-dihydro-2//-pyrrole) are prepared from 2,2,6-trichloro-3,3,4,4,5,5-hexafluoro-2,3.4,5-tetrahydropyridine and 2,2,5-trichloro-3,3,4.4-tetrafluoro-3,4-dihydro-2//-pyrrole by reaction with silver(l) fluoride at room temperature.31 Since the fluorination of 2,2,5-trichloro-3,3,4,4-tetrafluoro-3,4-dihydro-2//-pyrrole with silver(l) fluoride is slow, recycling is necessary.31... 

Silver(I) fluoride is most useful for the conversion of 2-chloro-4,6-bis(pentafluoroethyl)-1,3,5-triazine, 2-chloro-4,6-bis(heptafluoropropyl)-l,3,5-triazine, and 2,4,6-trichloro-l,3,5-triazine to the corresponding fluoro-l,3,5-triazines. 2-Fluoro-4,6-bis(pentafluoroethyl)-l,3,5-triazineis obtained in 98 % yield, and 2-fluoro-4,6-bis(heptafluoropropyl)-l,3,5-triazinein 95 % yield, (both at 90 C for 30 minutes), while 2,4,6-trifluoro-l,3,5-triazine is available in 78.5% yield (at 100CC for 1 hour). Silver(II) fluoride, mercury(II) fluoride and antimony dichloride trifluoride give lower yields of these compounds.34... 

Acetophenone does not appear13 to react with uranium(VI) fluoride at room temperature in l,l,2-trichloro-l,2,2-trifluoroethane, but adamantanone at 0CC does, to produce13 two mono-fluoro- and one difluoroadamantanones however, there is a direct conflict in the literature as other workers12 have claimed that, under near-identical conditions, 2,2-difluoroadamantane is the product. 

Trichloro-l,2,4-triazine (73) reacts with potassium fluoride to give the trifluoro compound (325). This reacts with hexafluoropropene to give 5-heptafluoroisopropyl-3,6-difluoro- (326), 3,5-bis(heptafluoroisopropyl)-6-fluoro- (327) and a small amount of 5,6-bis(heptafluoroisopropyl)-3-fluoro-l,2,4-triazine (328) and finally to the... 

Ethane 2-Fluoro-2-methoxy-l,l.1-trichloro- V/3. 201 (Cl > F) 2-Propanole 3-Fluoro-l,l.l-... 

Ether (1-Fluoro-1,2.2-trichloro-ethyl)-(2-fluoro-1,1,2-trichloro-ethyl)- ElOa, 338 (C13C — CHO + SF4)... 

Propanoate Methyl 3-Fluoro-2.2.3-trichloro- ElOb,. 332 (En I HF,N-C l — amine)... 

Ethane 2-(2-Chloro-elhoxy)-2-fluoro-l.l.l-trichloro- ElOa. 397 (CI-C2)20 + SF4,CI2]... 

Diethyl l-Fluoro-1.2.2-trichloro-etliniic F.lOb,. 678 (C12C = CCIE + H-POX.)... 

Ethane 1-Fluoro-2-(4-fluoro-pbenyl)-1,l,2-trichloro- El(lb2, 14.3 (Educt)... 

Ethane l-Fluoro-2-(4-methoxy-phcnyl)- ,1,2-trichloro- EI0h2, 143 (Eduet)... 

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