GB954814A - New phthalimidomethylanilines - Google Patents

New phthalimidomethylanilines

Info

Publication number
GB954814A
GB954814A GB3837161A GB3837161A GB954814A GB 954814 A GB954814 A GB 954814A GB 3837161 A GB3837161 A GB 3837161A GB 3837161 A GB3837161 A GB 3837161A GB 954814 A GB954814 A GB 954814A
Authority
GB
United Kingdom
Prior art keywords
alkyl
group
hydrogen
nr4r5
phthalimide
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB3837161A
Inventor
Ernest Bryson Mccall
Joseph Patrick Brown
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Monsanto Chemicals Ltd
Original Assignee
Monsanto Chemicals Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Monsanto Chemicals Ltd filed Critical Monsanto Chemicals Ltd
Priority to GB3837161A priority Critical patent/GB954814A/en
Publication of GB954814A publication Critical patent/GB954814A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0025—Crosslinking or vulcanising agents; including accelerators

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Indole Compounds (AREA)

Abstract

The invention comprises phthalimidomethylanilines of formula: <FORM:0954814/C2/1> where R represents hydrogen or one or more substituents selected from halogen, nitro, alkyl and alkoxy; R1 is hydrogen or alkyl; R2 is nitro, aliphatic (defined as including cycloaliphatic and araliphatic) hydrocarbyl (provided that where R is hydrogen said group contains two or more carbon atoms); aliphatic-oxy (provided that where R is hydrogen said group contains three or more carbon atoms); a group having the structure: <FORM:0954814/C2/2> where R is hydrogen or an inert substitutent (e.g. alkyl or alkoxy) and there is also present a substituent R3 in the nucleus to which a group R2 of this structure is attached; or R2 is -NR4R5 where both R4 and R5 are alkyl or R4 is hydroge and R5 is alkyl, aryl or acyl (which may be derived from a carboxylic or sulphonic acid), or (provided the group -NR4R5 is in the o- or m-position to the nitrogen atom to which R1 is linked) a phthalimidomethyl group. They are prepared by reacting a phthalimide, formaldehyde and an aniline either simultaneously, or by adding the aniline to a preformed mixture of formaldehyde and the phthalimide, or by first making an N-hydroxymethylphthalimide from formaldehyde and the phthalimide and reacting this with the aniline. An inert diluent may be used. Temperatures of 0-100 DEG C. are mentioned. The products are vulcanisation accelerators (see Division C3). N-hydroxymethylphthalimide is prepared from phthalimide and formalin.ALSO:Vulcanisation accelerators for natural and synthetic rubbers comprise phthalimidomethylanilines of formula: <FORM:0954814/C3/1> where R represents hydrogen or one or more substituents selected from halogen, nitro, alkyl and alkoxy; R1 is hydrogen or alkyl; R2 is nitro, aliphatic (defined as including cycloaliphatic and araliphatic) hydrocarbyl (provided that where R is hydrogen said group contains two or more carbon atoms); aliphatic-oxy (provided that where R is hydrogen said group contains three or more carbon atoms); a group having the structure. <FORM:0954814/C3/2> where R3 is hydrogen or an inert substituent (e.g. alkyl or alkoxy) and there is also present a substituent R3 in the nucleus to which a group R2 of this structure is attached; or R2 is - NR4R5 where both R4 and R5 are alkyl or R4 is hydroge and R5 is alkyl, aryl or acyl (which may be derived from a carboxylic or sulphonic acid), or (provided the group -NR4R5 is in the o- or m-position to the nitrogen atom to which R1 is linked) a phthalimidomethyl group.
GB3837161A 1961-10-26 1961-10-26 New phthalimidomethylanilines Expired GB954814A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3837161A GB954814A (en) 1961-10-26 1961-10-26 New phthalimidomethylanilines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3837161A GB954814A (en) 1961-10-26 1961-10-26 New phthalimidomethylanilines

Publications (1)

Publication Number Publication Date
GB954814A true GB954814A (en) 1964-04-08

Family

ID=10403037

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3837161A Expired GB954814A (en) 1961-10-26 1961-10-26 New phthalimidomethylanilines

Country Status (1)

Country Link
GB (1) GB954814A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8067638B2 (en) 2005-06-21 2011-11-29 Mitsui Chemicals, Inc. Amide derivative and insecticide containing the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8067638B2 (en) 2005-06-21 2011-11-29 Mitsui Chemicals, Inc. Amide derivative and insecticide containing the same

Similar Documents

Publication Publication Date Title
ES285806A1 (en) Procedure for preparing antiparasitary agents (Machine-translation by Google Translate, not legally binding)
GB904484A (en) Improvements in or relating to naphthanilides
GB1076380A (en) Bis-aldehydes and process for preparing them
GB954814A (en) New phthalimidomethylanilines
GB977071A (en) Hydroxylamine derivatives and process for making them
GB1008849A (en) Basically substituted triazolidines, processes for their manufacture and pharmaceutical preparations containing them
GB1070139A (en) Novel imidazothiazole derivatives and a process for preparation thereof
ES424088A1 (en) Novel organotin compounds
DK333480A (en) METHOD OF PREPARING N-AMINOALKYLINDOL DERIVATIVES OR ACID ADDITION SALTS.
ES318460A1 (en) Procedure for the production of derivatives of podofilotoxina. (Machine-translation by Google Translate, not legally binding)
GB1095232A (en) Process for the production of azo compounds
ES274330A1 (en) Procedure for the preparation of new compounds of 1,5-benzodioxepano (Machine-translation by Google Translate, not legally binding)
ES272262A2 (en) Procedure for manufacturing new monoazoic dyes (Machine-translation by Google Translate, not legally binding)
GB1130837A (en) Dyes of the anthraquinone series and their production
GB976955A (en) Production of 3-aryl-4-halopyridazones-(6)
GB1016088A (en) New 7-hydroxychromone derivatives
GB951654A (en) Improvements in or relating to 6-pteridine carboxamidine and amidoxime derivatives
ES418051A1 (en) Phthalimido derivatives
GB1079224A (en) Process for the production of pyridazinone derivatives
ES424720A1 (en) Process for preparing sulphoxides
ES392665A1 (en) Novel process for preparing i-substituted benzodiazepine derivatives
ES391118A1 (en) Novel glucuronic acid derivatives and process for the preparation thereof
ES359841A1 (en) Procedure for the preparation of new 3-indolinil-2-amino - propionitrilos. (Machine-translation by Google Translate, not legally binding)
GB941749A (en) Processes for preparing cycloalkylized 2, 3-dihydro-1, 4-benzthiazines
GB1044150A (en) Novel anthraquinone dyestuffs and process for their manufacture