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US4046752A
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Process for preparing an azo compound from a 2-aminothiazole diazo component
Assignee: Hoechst AG
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Filing: 1975-07-08
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Granted: 1977-09-06
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Expires: 1995-07-08
Abstract
Abstract A process for the direct preparation of pure thiazolazo compounds had been found with the use of a 2-aminothiazole as diazo or azo component in a coupling process wherein the 2-aminothiazole used therein is subjected to the usual coupling reaction, if used as diazocomponent after diazotation, without intermediate isolation after its preparation in known manner. This process avoids the preparation of the 2-aminothiazoles as starting compounds in its solid form and the expensive purification of these instable compounds and yields now very pure azo products.
Inventors
- 👤 Kurt Hohmann
- 👤 Reinhard Mohr
- 👤 Manfred Hahnke
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 06:40
CPC Classifications
C; C09; C09B; C09B44/00; C09B44/10; C09B29/00; C09B29/0025; C09B29/0074; C09B29/0077; C09B29/0085; C09B29/34; C09B29/36; C09B29/3691; C09B44/20
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
61 words
In a process for the preparation of a pure thiazolazo compound wherein a 2-aminothiazole is used as a diazo component which comprises diazotizing a synthetized 2-aminothiazole and coupling it with a coupling component to yield the azo compound, the improvement consisting of using the 2-aminothiazole in the diazotization process directly after its synthesis without intermediate isolation from its preparation reaction mixture.
Claim 2
Dependent Claim
61 words
In a process for the preparation of a pure thiazolazo compound wherein a 2-aminothiazole is used as a diazo component which comprises diazotizing a synthetized 2-aminothiazole and coupling it with a coupling component to yield the azo compound, the improvement consisting of using the 2-aminothiazole in the diazotization process directly after its synthesis without intermediate isolation from its preparation reaction mixture.
Claim 3
Dependent Claim
86 words
A process as claimed in claim 1, wherein the aminothiazole compound has the formula ##STR36## wherein R 1 is hydrogen, alkyl of 1 to 5 carbon atoms, aralkyl, aryl, trifluoromethyl, cyano, carboxyl, carboxylic acid ester, carboxylic acid amide, carboxylic acid hydrazide, carbalkoxyalkyl, carbamoylalkyl or a heterocyclic radical and R 2 is hydrogen, hydroxyalkyl, alkyl of 1 to 5 carbon atoms, aryl, carboxy, carboxylic acid ester, carboxylic acid amide, alkylsulfonyl of 1 to 5 carbon atoms, or arylsulfonyl, wherein the carboxylic acid amide group may contain substituents.
Claim 4
Dependent Claim
88 words
Process as claimed in claim 1, wherein a compound of the formula ##STR37## is obtained, wherein R 1 is hydrogen, methyl, phenyl or ethoxycarbonylmethyl, R 2 is hydrogen, carboxylic acid methyl ester, carboxylic acid ethyl ester radical or acetyl and K is ##STR38## wherein Y is hydrogen, chlorine or methyl, Z 1 and Z 2 are identical or different and each is hydrogen, alkyl of 1 to 4 carbon atoms, β-cyanoethyl, β-hydroxyethyl, benzyl or phenethyl, V 1 is methyl or phenyl and V 2 is hydrogen or methyl.
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) | 1980-09-05 | 1981-03-07 | 1981-09-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-09-05 | 1985-03-07 | 1985-09-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-09-05 | 1989-03-07 | 1989-09-06 | $7700.00 | Window Closed / Lapsed |