Claims
- 1. An aniline derivative of the formula: ##STR25## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.6 -C.sub.10 aryl or C.sub.6 -C.sub.10 aryl substituted by C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, fluorine, chlorine or bromine;
- R.sub.2 is hydrogen; C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 alkyl substituted by hydroxyl, amino, carboxyl, lower alkoxycarbonyl, lower alkanoylamido, C.sub.6 -C.sub.10 aryl lower alkyl with 1 to 6 carbon in the alkyl, or C.sub.6 -C.sub.10 aryl, or substituted by a group of the structure: ##STR26## in which R'.sub.6 is hydroxyl, C.sub.1 -C.sub.6 alkyl or C.sub.6 -C.sub.10 aryl;
- R.sub.3 is fluorine, chlorine or bromine or carboxyl;
- R.sub.4 and R'.sub.4, which can be the same or different, are hydrogen, fluorine, chlorine, bromine, iodine, carboxyl, C.sub.1 -C.sub.6 alkoxy or C.sub.1 -C.sub.6 alkyl; and
- the salts thereof with acids and bases
- with the proviso that, R.sub.4 and R'.sub.4 cannot simultaneously be hydrogen.
- 2. The derivative of claim 1 wherein
- R.sub.2 is hydrogen.
- 3. The derivative of claim 1 wherein
- R.sub.2 is C.sub.1 -C.sub.6 alkyl.
- 4. The derivative of claim 1, wherein the substituent on R.sub.2 when R.sub.2 is C.sub.1 -C.sub.6 alkyl is ##STR27##
- 5. The derivative of claim 1, wherein
- R.sub.3 is fluorine, chlorine or bromine.
- 6. The derivative of claim 1, wherein
- R.sub.3 is carboxyl.
- 7. The derivative of claim 1, wherein
- R.sub.4 and R.sub.4 ' are individually selected from the group consisting of hydrogen, and C.sub.1 -C.sub.6 alkyl.
- 8. The derivative of claim 1 wherein R.sub.4 and R.sub.4 ' are individually selected from the group consisting of fluorine, chlorine and bromine.
- 9. The derivative of claim 1 wherein R.sub.4 and R.sub.4 ' are individually selected from the group consisting of carboxyl and C.sub.1 -C.sub.6 alkoxy.
- 10. An aniline derivative selected from the group consisting of .alpha.-(N-methyl-anilino)-benzyl-phosphonic acid, (3-chloro-N-methyl-anilino)-methane-phosphonic acid, (3-methyl-N-methyl-anilino)-methane-phosphonic acid, (3-methoxy-N-methyl-anilino)-methane-phosphonic acid, (4-fluoro-N-methyl-anilino)-methane-phosphonic acid, (4-fluoro-3-methyl-N-methyl-anilino)-methane-phosphonic acid, (4-chloro-N-methyl-anilino)-methane-phosphonic acid, (N-ethylanilino)-methane-phosphonic acid, (N-benzylanilino)-methane-phosphonic acid, (N-propylanilino)-methane-phosphonic acid, (N-[2'-carboxyethyl]anilino-methane-phosphonic acid, (N-[2'-ethoxycarbonylethyl]anilino-methane-phosphonic acid, (4-fluoro-N-ethylanilino)-methane-phosphonic acid, (N-phenyl]-anilino)-methane-phosphonic acid, (N-[2-aminoethyl]anilino)-methane-phosphonic acid, 1-(N-methylanilino)-ethane-phosphonic acid, N-hydroxyethyl-anilino-methane-phosphonic acid, ([N-methyl-anilino]-methyl)-methyl-phosphonic acid, (N-methyl-anilino)-methane-phosphonic acid monomethylester, (N-[2-acelamido-ethyl]anilino)-methane-phosphonic acid, and the salt thereof with an acid or a base.
- 11. An aniline derivative selected from the group consisting of (3-methyl-N-methyl-anilino)-methane-phosphonic acid, (4-fluoro-N-methyl-anilino)-methane-phosphonic acid, (4-fluoro-3-methyl-N-methyl-anilino)-methane-phosphonic acid, (4-fluoro-N-ethyl-anilino)-methane-phosphonic acid and the salt thereof with an acid or a base.
- 12. A compound consisting of (3-methyl-N-methyl-anilino)-methane-phosphonic acid.
- 13. A compound consisting of (4-fluoro-N-methyl-anilino)-methane-phosphonic acid.
- 14. A compound consisting of (4 -fluoro-3-methyl-N-methyl-anilino)-methane-phosphonic acid.
- 15. A compound consisting of (4-fluoro-N-ethyl-anilino)-methane-phosphonic acid.
Priority Claims (1)
Number |
Date |
Country |
Kind |
3433946 |
Sep 1984 |
DEX |
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Parent Case Info
This is a divisional application of application Ser. No. 292,813, filed Jan. 3, 1989, now U.S. Pat. No. 5,084,382, which is a divisional application of application Ser. No. 774,353, filed Sep. 10, 1985 and now issued as U.S. Pat. No. 4,820,632.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
5084382 |
Frey et al. |
Jan 1992 |
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Foreign Referenced Citations (2)
Number |
Date |
Country |
2230832 |
Dec 1972 |
DEX |
2231206 |
Dec 1972 |
DEX |
Non-Patent Literature Citations (1)
Entry |
Fredericks et al., Z. Naturforsch, 36c, pp. 242-245 (1981). |
Divisions (2)
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Number |
Date |
Country |
Parent |
292813 |
Jan 1989 |
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Parent |
774353 |
Sep 1985 |
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