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US4067903A
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Manufacture of arylamines
Assignee: BASF SE
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Filing: 1976-09-22
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Granted: 1978-01-10
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Expires: 1996-09-22
Abstract
Abstract Arylamines are manufactured by reacting alcohols with amines in the presence of phosphorus-III compounds. The arylamines I manufactured by the process of the invention are intermediates for the manufacture of crop protection agents, optical brighteners, especially amino-coumarin derivatives, and dyes, especially of the xanthene, pyronine, rhodamine, oxazine, azo, triphenylmethane and diphenylmethane series.
Inventors
- 👤 Helmut Hoch
- 👤 Horst Scheuermann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 15:14
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/04; C07C209/14; C07C209/18
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
154 words
A process for the manufacture of arylamines of the formula ##STR28##where R 1 is ##STR29##or is an aliphatic, cycloaliphatic or araliphatic radical, R 2 is an aromatic radical and, if R 1 is ##STR30##may also be an aliphatic, cycloaliphatic or araliphatic radical, R 3 and R 4 may be identical or different and each is hydrogen, an aliphatic radical or alkoxy and R 5 is hydrogen or, if R 1 is an aliphatic, cycloaliphatic or araliphatic radical, may also be an aliphatic, cycloaliphatic or araliphatic radical, wherein amines of the formula ##STR31##where R 2 and R 5 have the above meanings, are reacted with alcohols of the formula R.sup.1 -- OH III where R 1 has the above meanings, in the presence of a phosphorus-III compound of the formula ##STR32##where the individual R 6 radicals may be identical or different and each is hydrogen or an aliphatic, araliphatic or aromatic radical, as the catalyst.
Claim 2
Dependent Claim
154 words
A process for the manufacture of arylamines of the formula ##STR28##where R 1 is ##STR29##or is an aliphatic, cycloaliphatic or araliphatic radical, R 2 is an aromatic radical and, if R 1 is ##STR30##may also be an aliphatic, cycloaliphatic or araliphatic radical, R 3 and R 4 may be identical or different and each is hydrogen, an aliphatic radical or alkoxy and R 5 is hydrogen or, if R 1 is an aliphatic, cycloaliphatic or araliphatic radical, may also be an aliphatic, cycloaliphatic or araliphatic radical, wherein amines of the formula ##STR31##where R 2 and R 5 have the above meanings, are reacted with alcohols of the formula R.sup.1 -- OH III where R 1 has the above meanings, in the presence of a phosphorus-III compound of the formula ##STR32##where the individual R 6 radicals may be identical or different and each is hydrogen or an aliphatic, araliphatic or aromatic radical, as the catalyst.
Claim 3
Dependent Claim
86 words
A process as claimed in claim 1, wherein primary aromatic amines of the formula ##STR33##where R 2 is an aromatic radical, are reacted with phenols of the formula R.sup.1 -- OH III where R 1 is ##STR34##and R 3 and R 4 may be identical or different and each is hydrogen, an aliphatic radical or alkoxy, in the presence of a triaryl phosphite of the formula ##STR35##where the individual R 6 radicals may be identical or different and each is an aromatic radical, as the catalyst.
Claim 4
Dependent Claim
104 words
A process as claimed in claim 1, wherein primary aromatic amines of the formula ##STR36##where R 2 is an aromatic radical, are reacted with phenols of the formula R.sup.1 -- OH III where R 1 is ##STR37##and R 3 and R 4 may be identical or different and each hydrogen, an aliphatic radical or alkoxy, in the presence of a phsophorus-III compound of the formula ##STR38## where the individual R 6 radicals may be identical or different and each is hydrogen or an aliphatic or araliphatic radical, and one or two R 6 radicals may also each be an aromatic radical, as the catalyst.
Claim 5
Dependent Claim
87 words
A process as claimed in claim 1, wherein primary amines of the formula ##STR39##where R 2 is an aliphatic, cycloaliphatic or araliphatic radical, are reacted with naphthols of the formula ##STR40##where R 3 and R 4 may be identical or different and each is hydrogen or an aliphatic radical or alkoxy, in the presence of a phosphorus-III compound of the formula ##STR41## where the individual R 6 radicals may be identical or different and each is hydrogen or an aliphatic, araliphatic or aromatic radical, as the catalyst.
Claim 6
Dependent Claim
88 words
A process as claimed in claim 1, wherein aromatic amines of the formula ##STR42##where R 5 is an aliphatic, cycloaliphatic or araliphatic radical or hydrogen and R 2 is an aromatic radical, are reacted with alcohols of the formula R.sup.1 -- OH III where R 1 is an aliphatic, cycloaliphatic or araliphatic radical, in the presence of a phosphorus-III compound of the formula ##STR43##where the individual R 6 radicals may be identical or different and each is hydrogen or an aliphatic, araliphatic or aromatic radical, as the catalyst.
Claim 7
Dependent Claim
28 words
A process as claimed in claim 1, wherein the reaction is carried out with from 1 to 3.5 moles of starting material II per mole of alcohol III.
Claim 8
Dependent Claim
28 words
A process as claimed in claim 1, wherein the reaction is carried out with from 0.3 to 4 moles of starting material II per mole of alcohol III.
Claim 9
Dependent Claim
19 words
A process as claimed in claim 1, wherein the reaction is carried out at from 150° to 260° C.
Claim 10
Dependent Claim
19 words
A process as claimed in claim 1, wherein the reaction is carried out at from 175° to 235° C.
Claim 11
Dependent Claim
19 words
A process as claimed in claim 1, wherein the reaction is carried out at from 200° to 230° C.
Claim 12
Dependent Claim
28 words
A process as claimed in claim 1, wherein the reaction is carried out with from 0.001 to 0.5 mole of phosphorus-III compound per mole of starting material III.
Claim 13
Dependent Claim
28 words
A process as claimed in claim 1, wherein the reaction is carried out with from 0.005 to 0.1 mole of phosphorus-III compound per mole of starting material III.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-01-09 | 1981-07-11 | 1982-01-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-01-09 | 1985-07-11 | 1986-01-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-01-09 | 1989-07-11 | 1990-01-10 | $7700.00 | Window Closed / Lapsed |