GB954814A - New phthalimidomethylanilines - Google Patents
New phthalimidomethylanilinesInfo
- 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
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.
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)
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 |
-
1961
- 1961-10-26 GB GB3837161A patent/GB954814A/en not_active Expired
Cited By (1)
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 |
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