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1. (WO2018137959) PROCESS FOR PREPARATION OF BENZYLIC AMIDES
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Pub. No.: WO/2018/137959 International Application No.: PCT/EP2018/050937
Publication Date: 02.08.2018 International Filing Date: 16.01.2018
IPC:
C07D 413/04 (2006.01) ,C07D 307/79 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
413
Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
02
containing two hetero rings
04
directly linked by a ring-member-to-ring- member bond
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
307
Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
77
ortho- or peri-condensed with carbocyclic rings or ring systems
78
Benzo [b] furans; Hydrogenated benzo [b] furans
79
with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
Applicants:
BASF SE [DE/DE]; Carl-Bosch-Strasse 38 67056 Ludwigshafen am Rhein, DE
Inventors:
MCLAUGHLIN, Martin John; DE
KOERBER, Karsten; DE
GOCKEL, Birgit; IN
VYAS, Devendra; IN
NARINE, Arun; DE
Agent:
BASF IP ASSOCIATION; BASF SE G-FLP - C006 67056 Ludwigshafen, DE
Priority Data:
17155685.510.02.2017EP
20172100282525.01.2017IN
Title (EN) PROCESS FOR PREPARATION OF BENZYLIC AMIDES
(FR) PROCÉDÉ DE PRÉPARATION D'AMIDES BENZYLIQUES
Abstract:
(EN) The present invention relates to a process for preparing benzylic amides of formula (I) wherein the variables have the meaning as defined in the description, by reductive amidation of a nitrile of formula (II) wherein the variables have the meanings given for formula I, with an activated carbonyl compound of formula (III), and which nitrile is obtained by reaction of a compound of formula (IV) with a halogen compound of formula (V), wherein X is a halogen atom, preferably bromo, which halogen compound V in turn is obtained by Sandmeyer reaction of an aniline derivative of formula (VI) novel compounds of formula (I), and processes for preparing compounds of formula (XII) wherein the variables have the meaning as defined in the description by condensing compounds of formula I with compounds of formula (X) and subjecting the resulting α,β-unsaturated ketone of formula (XI) to a reaction with hydroxylamine to yield compounds of formula (XII.)
(FR) La présente invention concerne un procédé de préparation d'amides benzyliques de formule (I) par amidation réductrice d'un nitrile de formule (II) avec un composé carbonyle activé de formule (III), lequel nitrile est obtenu par réaction d'un composé de formule (IV) avec un composé halogéné de formule (V), où X représente un atome d'halogène, de préférence bromo, lequel composé halogéné V est à son tour obtenu par réaction de Sandmeyer d'un dérivé d'aniline de formule (VI) des nouveaux composés de formule (I). L'invention concerne également, des procédés de préparation des composés de formule (XII), par condensation des composés de formule I avec des composés de formule (X) et la soumission de la cétone α,β-insaturée résultante de formule (XI) à une réaction avec de l'hydroxylamine pour produire des composés de formule (XII). Dans les formules, toutes les variables ont les significations telles que définies dans la description.
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Designated States: AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IR, IS, JO, JP, KE, KG, KH, KN, KP, KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW
African Regional Intellectual Property Organization (ARIPO) (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, TZ, UG, ZM, ZW)
Eurasian Patent Office (AM, AZ, BY, KG, KZ, RU, TJ, TM)
European Patent Office (EPO) (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR)
African Intellectual Property Organization (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, KM, ML, MR, NE, SN, TD, TG)
Publication Language: English (EN)
Filing Language: English (EN)