CS264016B1 - Process for the preparation of N-oxadiethylene benzothiazol-2-sulfonamide - Google Patents

Abstract

The method for preparing N-oxadiethylenebenzothiazolyl-2-sulfenamide consists in the interaction of 2-mercaptobenzothiazole with morpholine, used in excess, in the presence of hydrogen peroxide. Frooes proceeds by adding hydrogen peroxide in morpholine to a mixture of 2-mercaptobenzothiazole and morpholine.

Description

1 264016 ΟΠΗΟΑΗΗΕ Η3ΟΒΡΕΤΕΗΗΉ K ABTOPCKOMY CBHflETEJIbCTBY3aHBJieHo: 09.01.783anBKa 65 ’2565916 / 23-04MKHZ C 07 D 277/80, C 08 I 3/24

Abtopm: Π, Α.Πηρογοβ, P.A.AicjypHHa, P.C.JeBHHa, B.H.ropčyHOB, B.H.IIapaMOHOB, C.K), Ch30b, B.r.UlKonbbi, C.A.Ahoumh, Π.Π.ΥτροΒηη, C.B.CyxaHOB, B.K.Pmkob í 3aHBHTejib! aBTopbi.

Haasaime Η3θ6ρετβΗΗ «: OTOCOB NOJIY3EHHJI! N-OKCAflH3TEnEHBEH3THA30JfflJI-2-CyjIb-ΦΕΗΛΜΗβΑ. H3o6peTeHne othochtch to cnocoGy nonyqeHHH N-2- oKcaflH9THneH0eH3THa3anHJi icynM> eHaMima (cyni4> eHaMHfla Μ) κοτορΜή Hcno «b3yioT b XHMHnecKoň npoMumneHHoe Ith-B xanecTBe ycKopHTena BynKaHHsartHH KayqyxoB 06mero HasHaqeHHH. ; H3BecTeH cnocoS nanyqeHHH cjMMfla M, aaKnioqaraiiiHncH b tom, ί ρ ec ρ ρ ρ ga ga ga ga ga ga ga ga ga ga ga ga ga ga ga ga B KanecTse OKHCJiHTeneft HcnoJibsyeTCH xuop, SpoM. OKMCJieHHe προβοαητ npH TeMnepaType 25-40 C; B TeHeHHe 10-20 MHHyT. GOQTHODieHHe 2-ΜβρΚΒΠΤθ6βΗ3ΤΗ33ΟΠ í μορΦοπηη paBHO1: (8-10). Bbixon 94-96%. T.nji. 85 ° C.

Cnoco6 xapaKTepH3yeTca Hcnonb3OBaHHeM b npouecce ranoreHa, TpyqHOCTHMHpereHepanHH η30μτοηηογο Μορφοπηκη BBuny nonyqeHHfl Ďaňbůůfó KOJiHnecTBa MHHe-panbHbix ccwieň, U6iibio M3o6peTeHHH HanaeTCfl ynpomeHHe τθχηοπογηη nonyneHHH cyju4 eHeMHAa * Mh ynymneHne xanecTBa npoflyKTa. lcAtHaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa.

Ecjih nepeKHCb BOflOpcwa «oÏaBjíHTb κ cMecH. 2-MepKanOo0H3Tna3ona η Μορφο-jiHHa 6e3 npemBapHTanbHoro cMenieHHH ee c ορΦοπηηομ, ποονγκτ no · 264 2 - 264016 nynaeTcn hh3khm BbixonoM (70%, Tnn 83-84 ° C). BpoNeOnHeHe peaKUHH nePePnNePoPeCeS B3anMOfleCeTBHPoBoPeCoBeBoPoCoBoBoPoPeCoBBoPoBeBoPeNoNoBoBeBeBeBeBeTeBBeMeTBBiBooflNePeCeReCeReRoCoCanTBo (90-94%, Tnn 86-87 ° C).

Jlnn npoBefleHHH peaKUHH 2-b MepKanTo6eH3THa3on pacTBopnioT ΜορφοπκΗε (co-2-OTHomeHHe MepKanTo6eH3THa3on: μορΦοπηη 1: 5.6) κ h floSaBJíaioT nonyneHHOMypacTBopy CMecb ΜορφαπΗΗβ h nepeKHCH Bonopona (cooTHomeHHe μορΦοπηη: nepeKHCbBOflopofla 1: (2.7-4) β 5 TeneHHe -7 MHHyT, ΜορΦοπηη peraHepHpyioT bhxqhom c 95% c Ha kqjiohhb 3aTonneHHOH HacanKoňb τόκε yrjieKHcnoTbi, KOTopan nHpKynHpyeT b 33MKHyTOM utHicne. ΠρΗΜερ 1.B Tpexropnyio Kon6y εΜκοετωο 350 μπ, cHa6aceHHyio MenianKoň η τερΜΟΜετροΜ, 3arpywaioT 20 r (0.12-γ μοπ) 2-MepKanTO & eH3Tna3OJi 60 μπ (0.68 γ-μοπ) Mop-φΟΠΗΗε, CMGCb Η3ΓρεΒ3Κ) O flO 60 ° CH BblflGpjKHBaiOT XipH 3TOII TGMnepaTypG 10 MHH. 68 γ-μοπ) 3 η 15 μπ (0,168 γ ~ μοπ) nepeKHCH Bonopo, n; and β TeneHHe 5 MHHyT. The pH of the sample is 75-80 ° C. IIonynatoT 28.4 r εγπφεΗ-αMuna M (Bbixofl 94%, cnHTan Ha 2-MepKanTo6eH3THa3on) cnn, 87 ° C. flnn BbmeneHHn cyni eHaMMna M ^ hs μορΦοπηηοβογο pacTBOpa nocnenneMy κ-β τε qeiffle 10 MHHyT npn TeMnepaType 20-25 πρΗβεΒππιοτ Sony B KónHnecTse, paBHOMKonHnecTBy ΜορφοπΗΗε, κοτοροε ocTaeTcn b peaKnHOHHoft MACC nocne okohhhhhhpeaKUHH oKHcneHHH. PHHyloxycyclohexylphosphonium chloride, pH = pH = 9 h, tn = 0 ° C = 50 ° C. 2. B ΠρΗΜβρ Tpexropnyro Kon6y, cnaSacenHyro MenianKoň η τερΜΟΜβτροΜ, 3arpyxcaroT 20 r (0.12-γ μοπ) 2 h 60 MepKanTo6eH3Tna3ona μπ (0.68 γ-μοπ) ΜορφοπΗΗβ, but CMecbHarpeBaioT TeMnepaTypw 60 ° C h BbtfjepjKHBaioT npn stack TeMnepaType 10 MHHyT.nonyqenHbiH pacTop oxnaacnaroT no, 20 ° C η δοδβΒΠπιοτ CMecb 40 μπ (0.456 γ / μοπ) ρθρφθΠΗ3 Η 15 ΜΠ (0.168 Γ ~ ΜΟπ) neeKHCH BOflOpOfla ΗΗΘεΠεΗΗΘ 7 MHHyT. Ilony-naioT 27.2 r ογπΒφ6Η3ΜΗη & M, (Bbixon 90%, cnHTan Ha 2-MepKanTo6eH3raa3on), Tnn. 86 ° C. IIpFluBtBbEnnOtOn, pnMHePe 1.

HacToaiUHH cnocoč πο3Βοπηθτ οΦορμητβ nponecc b HenpepbiBHOM BapHaHTe, o6ec-nenHBaeT nonyneHHe neneBoro nponyKTa βμοοκογο KanecTBa 0e3 ηοποπΗΗτεπΒΗΟΗohhctkh (T.nn 86-87 ° C).

. ΦΟΡΜΥΠΑ H30BPETEHHH

Cnocóó nonyneHHn N oKcanH3THneH6eH3THa3onHn-2-Cyn-eHaMnna B3anMoneňcTBH-fteM 2 MepKanTo6eH3THa3ona c μορΦοπηηομ, β3ητημ β η36ητκθ, β npHcyTcTBHH okhc-πΗτεππ, OTJiHHa »HHftca τβΜ, πτο c nenbro ynpomenHn τθχηοπογηη ηynynmeHHH KanecTsa nponyKTa b xanecTBe οκκοπΗτεπη Hcncnb3yioT nepeKHCb bo-nopofl h nponecc BenyT nyMeBneHHn nepeKHCH Bonopon β μορΦοηηηθ κ CMe-ch 2-MepKanTo6eH3THa3ona η μορΦοπηϊιη. UCTOHHHKH ΗΗφορΜΗΙξΗΗ, npHHHTbie BO BHHM3HHe ΠρΗ 3KCnepTH3e: 1. ΠβτεΗτ CIHA ... 3600398, κπ. 260-306, ony6n. 1971.

P E Φ E P A T

CnOCOB NOJIYHEHHH N-0KCAiai3WinEHBEH3THA30JBtlI-2-CyJII4> EHAMHflA

Cnoco6 nonyneHHH. A-0Κ03ηΗ3ΤΗΠβΗ6εΗ3ΤΗ330ΠΗΠ-2-0νΠΒφβΗ3ΜΗη3 3aKnionaeTCH BOB3aHMoneHCTBHH 2 ~ MepKanTo6eH3THa3ona c μορΦοπηηομ β H36biTKe β npH-cyTcTBHH nepeKHCH Bonopona. nponecc προΒοηπτ πρη noČaBneHHH nepeKHCH BOflopo-na ηορφοπΗΗβ η CMecH 2-MepKanTo6eH3THa3ona η μορΦοπηιμ. - 3 - 264016 ΠρΗ3ΗδΗο Η3ο6ρβτβΗΗβΜ no pesynbTaTaM 3KcnepTH3bi, ocymecTBjíeHHOň FocynapcT-

BeaiWM CEοΜΗτετοΜ CCCE no flenaM Η30θρβτβΗΗ & η οτκρωτΗβ,

Claims (1)

SUBJECT OF THE INVENTION Process for the preparation of N-oxadiethylenebenzothlazolyl-4-sulfenamide by reacting 2-mercaptobenzothlazole with excess morpholine in the presence of an oxidizer characterized in that it uses hydrogen peroxide as the oxidant and the reaction is carried out by adding hydrogen peroxide in morpholine to a mixture of 2-mercaptobenzothiazole and morpholine.