D D C. EtSEüTTE FOREIGN TECHNOLOGY DIVISION PTD-ID(PS)I DEC-19 B75

Transcription

1 PTD-ID(PS)I FOREIGN TECHNOLOGY DIVISION METHOD OP OBTAINING DERIVATIVES OP 3,5-DINITRO-l,2,'l-TRIAZOLE by T."P. Kofman, K. S. Pevzner and V. I. Yanuylova D D C DEC-19 B75 EtSEüTTE D Approved for public release; distribution unlimited. 4 5

2 ms MS NUMIOffltED JUSTtflUTUM.. Willi SMtiM MI S«<l0I B D D IT DKTMftiTTHM/AUIUMlITY CODES ~Tiii. H MML IM/«tritiu.' <

3 FTD-ID(*S)I-23g5-75 t>j f / EDITED TRANSLATION PTD-ID(RS)I VlJ 28 Novj j»75, r lti)-'b-'k:mm3 :... If-I JETHOD OP OBTAINING DERIVATIVES 0* 3,5-PIMITRO-l,2,H- TRIAZOLE, * -» * I «is: / id) ByjTT. P.ylCofman, M. S. Pevzner and V. I. Manuylova) English pages: 3 7,' tx 7y- **-* r? (QbJ**** ^frgs&^ussr Patent«gr 4321*7» Country of origin: USSR Translated by: ("Catherine M. Barber«Requester: APRPL/MKF Approved for public release; distribution unlimited. -Vf- t- THIS TRANSLATION IS A RENDITION OP THE ORIGI- NAL FOREIGN TEXT WITHOUT ANY ANALYTICAL OR EDITORIAL COMMENT. STATEMENTS OR THEORIES ADVOCATEDOR IMPLIED ARE THOSE OF THE SOURCE AND DO HOT NECESSARILY REFLECT THE POSITION OR OPINION OP THE POREICH TECHHOLOCY DI- VISION. PREPAREO BYi TRANSLATION DIVISION FOREIGN TECHNOLOGY DIVISION WP.AFB. OHIO. FTD-ID(RS)I-23P5-75 Date?8?iov 19 7 s

4 U. S. BOARD ON GEOGRAPHIC NAMES TRANSLITERATION SYSTEM Block Italic Transliteration Block Ita lie Transliteration A a A a A, a P P /» P R, r 6 6 B 6 B, b C c C c S, s B B B $ V, v T T r m T, t f r r I 5, K y y y y U, u A A n 9 D, d *.$ 0 * F, f E e E t Ye, ye; E, e* X x * X Kh, kh W m m 3K Zh, zh U u 4 H Ts, ts $ Z, z H H V V Ch, ch H M H If I. i 111 u to m Sh, sh f\ M B a Y, y m u, 111 Mf Shch, shah K H K K K, k b b h % it ;1 n n A L, 1 bl bt bl u Y, y M M u M M, ra b b b k H H H H N, n 3 3 9» E, e 0 o 0 0 J, 0 KJ M K>» Yu, yu n n n H P. P fl B SI Ya, ya»ye initially, after vowels, and after b, t>; e f.-lsewhere. When written as e in Russian, transliterate as ye or e. The use of diacritical narks is preferred, but such r.arks may be omitted when expediency dictates. GREEK ALPHABET Alpha A a m Nu U V Beta B ß Xi - Gamma r Y Omicron 0 0 Delta A <5 Pi 11 IT Epsilon E e t Rho p 0» Zeta Z C Sigma 0 < Eta H n Tau T T Theta G e» Upsilon T U Iota I i Phi i 9 * Kappa K H IC * Chi Y X Lambda A X Psl f * Mu M M Ome^a»1 U) FTD-IDfRC)

5 RUSSIAN AND ENGLISH TRIGONOMETRIC FUNCTIONS Russian English sin cos tg ctg sec cosec sh ch th cth sch csch arc sin arc cos arc tg arc ctg arc sec arc cosec arc sh arc ch arc th arc cth arc sch arc csch sin cos tan cot sec CSC sinh cosh tanh coth sech csch sin" cos" tan" cot" sec" esc" sinh" cosh" tanh" coth" sech" csch" ret Is curl log GRAPHICS DISCLAIMER All figures, graphics, tables, equations, etc. merged into this translation were extracted from the best quality copy available. FTD-ID(RS)I ii

6 (54) METHOD OP OBTAINING DERIVATIVES OF 3,5-DINITR0-l,2,J*- TRIAZOLE T.P. Kofman, M.S. Pevzner and V.l. Manuylova Leningrad Order of the Labor Red Banner Technological Tnstitute im, Lensovet This invention concerns the method of obtaining new com- pounds, precisely, derivatives of 3,5-dinitro-l,2,4-triazole, which can be used as semifinished products for the synthesis of compounds of various classes, for example, acetals, ketones. We already have a method for the alkylation of nitrogen- containing heterocyclic compounds, for example, imidazoles, a-oxides with the formation of secondary alcohols. We present a method, based on ehe reaction known in organic chemistry, for obtaining new compounds, derivatives of 3,5- dinitro-l,2,4-triazole cn general formula I X-C-KOx n u 0,N-C M v I Cil,ClUOH)R where R - hydrogen, the lowest alkyl, -CHgOH- or CHgOCH -group, 1.

7 including the fact that 3,5-d.initro-l,2,4-triazole is subjected to action with a compound of general formula II: CH.-CH-P V where R has the indicated values, with subsequent release of the end product by the known method. The reaction occurs at temperature 0-40 C in aprotic polar solvents, for example, ether, acetone, acetonitrile. Example: l-(2-hydroxyethyl)-3,5-dinitro-l,2,4-triazole (I). To 5 g ( mole) of 3,5-dinitro-l,2,4-triazole in 100 ml of ether, while stirring, we add 2.9 ml (O.0585 mole) ethylene oxide at temperature 0-5 c. The reaction mass is maintained at room temperature for hours, controlling the ph medium, ^ is washed with water kna tne etner soiution^n.* dried c**r calcined magnesium sulfate. Having remained after the removal of the solvent,the oil gradually crystallizes. The analytical data is given in the Table. The compounds II-IV are synthesized similarly; their data is given in the Table. Purpose of the invention^, The method for obtaining derivativesy3,5-dinitro-l,2,4- triazole of general formula I X-C-KOt S M 0-S-C H y CH)CmOH)R where R - hydrogen or the lowest alkyl, or -CHgOil- or CHgOCK,- group, diffef~s because the 3,5-dinitro-l,2,4-triazole is subjected 2.

8 to action with a compound of general formual II CH.-CH-R 0 where R has the indicated values, in aprotlc polar solvents with subsequent release of the end product by the known method. " l-(2-hydj?oxyallcyl).3.5-<llnltro-l.2,4 -trlazole 5c a c» *» «i o u b «< ate o a o O N 1 8 o s * > * -I AO 8 I 5 Pound, > 11 H >> 1 > O t, o u M to a C H 1 Ethylene oxide 1 II III IV 6.0 Propylene oxide Olyiildol 112 ::ethoxyglyclde 4S 3G 58 Dlchloro ethane-ohl,rj»-'l ororm 1: Chlorofor, «.42 2M5 Dichloro-.76^3 e thane- :ü.3: chlorofor 1 2: Carbon Tetrachlor- Ide 2S.02 :».9j " S 3.67 l Analyst s Empirica] formula 1 Calculated,*' 1 * i «1 H! X S ÖIÖ7 2J.0S CH,\,0j CjHrN.C, C,l l:\io COO «C«H,X»0, 79)5 J

9 SECURITY CLASSIFICATION OF THIS PAGE rmim Of Bntmni) I. REPORT NUMBER READ INSTRUCTIONS REPORT DOCUMENTATION PAGE BEFORE COMPLETING FORM J. GOVT ACCESSION NO. s. RECIPIENT'S :ATALOO NUMBER PTruTn(R5)T.?395->5-4. TITLE (m* Subilcl.) S. TYRE OF REPORT ft PERIOD COVERED!"ETHOD OP OBTAINING DERIVATIVES OP 3,5-DINITP.O-l,2 t l»-triazole Translation PERFORMINO ÖRMINGORG. REPORT NUMBER 7. AUTKOR(«J ft. CONTRACT OR «RANT HUMBERT«.» T. P. Kofman, IT. S. Pevzner and V, I, Mamijlnva W. PERFORMINO ORGANIZATION NAME AND AOORESS Poreipn Technology Division Air Porce Systems Command U. S. Air Force II. CONTROLLING OFFICE NAME ANO ADDRESS I«. MONITORING AOENCV NAME ft AOORESSflf avffonnt Item Cenut.lllng Ottla) 10. PROGRAM ELEMENT. PROJECT. TASK AREA ft WORK UNIT NUMBERS II. REPORT DATE 15 June 1P7Ü IS. NUMBER OF PAGES 1 IS. SECURITY CLASS., IM«'«port; I«. DISTRIBUTION STATEMENT (»I IM«Hmptl) Approved for public release; distribution unlimited. WCLAfSIPIED fst OECLAtStFICATION'DOWNGRADING ftcm'dule IT. DISTRIBUTION STATE! ENT (»I M» akittacl ml*t*4 In Btocft 10, I«tflffwanl»»«Jtapof«) I«. SUPPLEMENTARY NOTES It. KEY WOROS fcwminu«««mw» «Mi If MCMMrjr ana' ftfanllfr»r MM*».) JO. ABSTRACT (Conilnoa an»mr» «Ha II nacaaaary ant Htnltlr by Mac* nuajaac) ft 7 DP LiAMj 1473 EDITION OF I NOV «S IS OBSOLETE.. gjteibbwbehn sti«mijii JI_ mr