Claims
- 1. A formanilido compound of the formula: ##STR6## wherein Ar is an aromatic radical and the benzene ring A contains at least two electron-withdrawing substituents and may be further substituted by methyl or methoxy.
- 2. A formanilido compound as claimed in claim 1 wherein Ar is a radical of the benzene series.
- 3. A formanilido compound as claimed in claim 2 wherein the radical Ar carries at least one substituent selected from the group consisting of F, Cl, Br, CF.sub.3, CN and alkyl or alkoxy groups containing from 1 to 6 carbon atoms.
- 4. A formanilido compound as claimed in clain 1 wherein the electron-withdrawing substituents in benzene ring A are present in the ortho- and para- positions to the nitrogen atom.
- 5. A formanilido compound as claimed in claim 1 and having the formula: ##STR7## wherein one of X and Y is NO.sub.2 and the other is CF.sub.3, Z is halogen, R is hydrogen or an alkyl or alkoxy group containing from 1 to 6 carbon atoms, m=0-3, n=0 or 1, p=0-2 and m+n+p+q=1-3.
- 6. A formanilido compound as claimed in claim 5 wherein Z is chlorine.
- 7. A process for the manufacture of the formanilido compounds claimed in claim 1 which comprises reacting together one mole of the N-formyl derivative of an aromatic amine having the formula:
- Ar--NH.CHO
- with one mole of an aromatic halide of the formula: ##STR8## wherein Ar has the meaning stated in claim 1 and the benzene ring A is substituted as stated in claim 1, in the presence of a diluent and in the presence of an acid-binding agent, whilst maintaining the reaction temperature below that which causes decarbonylation.
- 8. A process for the manufacture of diphenylamine compounds of the formula: ##STR9## wherein Ar has the meaning stated in claim 1 and the benzene ring A is substituted as stated in claim 1, which comprises heating a compound of the formula: ##STR10## above the temperature of decarbonylation. or reacting together one mole of the N-formyl derivative of an aromatic amine having the formula:
- Ar.NH.CHO
- with one mole of an aromatic halide of the formula: ##STR11## in the presence of a diluent and in the presence of an acid-binding agent, whilst maintaining the reaction temperature above the temperature of decarbonylation of the corresponding compound of formula: ##STR12##
Priority Claims (1)
Number |
Date |
Country |
Kind |
1991/78 |
Jan 1978 |
GBX |
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Parent Case Info
This is a continuation of application Ser. No. 935,498, filed Aug. 18, 1978, now abandoned.
US Referenced Citations (6)
Foreign Referenced Citations (4)
Number |
Date |
Country |
868165 |
May 1961 |
GBX |
1218965 |
Jan 1971 |
GBX |
1383523 |
Feb 1975 |
GBX |
1455207 |
Nov 1976 |
GBX |
Non-Patent Literature Citations (1)
Entry |
Rondestvedt, Jr., Synthesis of 4-Aminodiphenylamine and Its Relatives, J. Org. Chem., vol. 42, No. 10, p. 1786 (1977). |
Continuations (1)
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Number |
Date |
Country |
Parent |
935498 |
Aug 1978 |
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