Global Patent Index - EP 1021412 A1

EP 1021412 A1 2000-07-26 - NITRATION OF AROMATIC COMPOUNDS

Title (en)

NITRATION OF AROMATIC COMPOUNDS

Title (de)

NITRIERUNG VON AROMATISCHE VERBINDUNGEN

Title (fr)

NITRATATION DE COMPOSES AROMATIQUES

Publication

EP 1021412 A1 (EN)

Application

EP 96941744 A

Priority

  • GB 9603020 W
  • GB 9525789 A

Abstract (en)

[origin: CA2240644A1] A method of nitrating electron-deficient carbocyclic or heterocyclic aromatic compounds such as pyridines, diazines and triazines and benzenoid aromatics having electron-withdrawing substituents involves first reacting the aromatic species with a sulphilimine species or with the corresponding N-alkali metal salt thereof to generate an N-(hetero)aryl-S,S-dialkyl, diaryl or alkylarylsulphilimine derivative. This intermediate may then be readily oxidised under relatively mild conditions using a peroxycarboxylic acid such as m-chloroperbenzoic acid, peracetic or peroxytrifluoroacetic acid. Good yields of nitrated products are obtained including some previously unprepared. The novel N-alkali(alkylaryl)sulphilimine reagents are prepared by reacting an alkali metal hydride, an alkali metal hydrogenous base or an alkyl lithium with the corresponding sulphilimine. Preferred salts are the N-lithio types and the preferred sulphilimine is diphenylsulphilimine. Where the salt is used reaction should be in an aprotic solvent but if the sulphilimine per se is the reagent a polar solvent is used.

IPC 1-7 (main, further and additional classification)

C07D 213/76; C07B 43/02; C07C 205/12; C07C 381/10; C07D 213/61; C07D 239/30; C07D 239/42; C07D 241/16; C07D 241/20; C07D 251/26; C07D 251/42

IPC 8 full level (invention and additional information)

C07C 201/10 (2006.01); C07C 205/12 (2006.01); C07C 381/10 (2006.01); C07D 213/61 (2006.01); C07D 213/76 (2006.01); C07D 239/42 (2006.01); C07D 241/16 (2006.01); C07D 241/20 (2006.01); C07D 251/44 (2006.01); C07D 251/46 (2006.01)

CPC (invention and additional information)

C07D 213/76 (2013.01); C07C 201/10 (2013.01); C07C 201/16 (2013.01); C07C 381/10 (2013.01); C07D 213/61 (2013.01); C07D 239/42 (2013.01); C07D 241/16 (2013.01); C07D 241/20 (2013.01); C07D 251/44 (2013.01); C07D 251/46 (2013.01)

Combination set (CPC)

  1. C07C 201/16 + C07C 205/12
  2. C07C 201/10 + C07C 205/12
  3. C07C 201/10 + C07C 205/06

Citation (search report)

See references of WO 9722590A1

Designated contracting state (EPC)

CH DE FR GB IE IT LI NL SE

EPO simple patent family

GB 2308119 A 19970618; GB 9525789 D0 19960214; CA 2240644 A1 19970626; CZ 291529 B6 20030312; CZ 9801867 A3 19981014; EP 1021412 A1 20000726; GB 2322857 A 19980909; GB 2322857 B 20000329; GB 9811567 D0 19980729; IL 124960 A 20030212; IL 124960 D0 19990126; NO 309524 B1 20010212; NO 982753 A 19980817; NO 982753 D0 19980615; WO 9722590 A1 19970626; ZA 9610559 B 19970624

INPADOC legal status


2006-03-08 [18D] DEEMED TO BE WITHDRAWN

- Ref Legal Event Code: 18D

- Effective date: 20050823

2003-10-22 [17Q] FIRST EXAMINATION REPORT

- Ref Legal Event Code: 17Q

- Effective date: 20030905

2001-09-19 [RAP1] TRANSFER OF RIGHTS OF AN EP PUBLISHED APPLICATION

- Owner name: QINETIQ LIMITED

- Ref Legal Event Code: RAP1

2000-07-26 [17P] REQUEST FOR EXAMINATION FILED

- Ref Legal Event Code: 17P

- Effective date: 19980603

2000-07-26 [AK] DESIGNATED CONTRACTING STATES:

- Ref Legal Event Code: AK

- Designated State(s): CH DE FR GB IE IT LI NL SE