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US4284787A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of 1,2,3-triazoles substituted in the 2-position

Assignee: Bayer AG
•
Filing: 1979-04-11
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Granted: 1981-08-18
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Expires: 1999-04-11
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Abstract

Abstract Triazoles of the formula ##STR1## in which R 1 is hydrogen or a substituent of the type indicated in the description, R 2 is a substituent, or R 1 and R 2 , together with the triazole ring carbon atoms to which they are bonded, form a carbocyclic or heterocyclic ring, and R 3 is the radical of an aromatic-carbocyclic or aromatic-heterocyclic system, are obtained in an elegant manner when compounds of the formula II are treated with a basic compound, preferably a tertiary amine. The triazoles are, inter alia, valuable starting materials for the preparation of optical brighteners.

Inventors

  • 👤 Hans Knupfer
  • 👤 Carl-Wolfgang Schellhammer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 15:52
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/12; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/04; C07D249/08; C07D249/16; C07D249/18; C07D261/00; C07D261/02; C07D261/06; C07D261/10; C07D261/12

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 219 words
A process for the preparation of a compound of the formula ##STR69## wherein R 1 and R 2 each independently is C 1 -C 18 -alkyl; C 1 -C 18 -alkyl substituted by --OH, halogen, amino, C 1 -C 4 -alkoxy, cyano, carboxyl, carbalkoxy, carbamoyl; alkylsulphonyl or arylsulphonyl or sulphamoyl; cyclohexyl; cyclopentyl; vinyl; allyl; propenyl; phenyl; phenyl substituted by halogen, alkyl, alkoxy, nitro, cyano, phenyl, carboxyl, sulpho, carbalkoxy, carbamoyl, sulphamoyl, sulphonic acid esters, alkylcarbonyl or arylcarbonyl; naphthyl; pyridyl; thienyl; or benzyl radicals or phenylethyl radicals, or R 1 and R 2 , together with the triazole ring carbon atoms to which they are bonded, can also form 5-membered or 6-membered carbocyclic ring, and R 3 is phenyl; naphthyl; pyridyl or coumarin-7-yl optionally substituted by phenyl, by naphthyl, by alkoxycarbonyl or by 1,2,4-triazol-1-yl, 1,2,3-triazol-1-yl or 1,2,3-triazol-2-yl, it being possible for the triazolyl radicals to carry 5-alkyl-, aryl- and aralkylsubstituents, it also being possible for the radicals in the 4-position and 5-position to form, together, the remaining members of a fused-on benzene ring or naphthalene ring; pyrazolyl; pyrazolyl substituted by halogen, alkyl, aryl and aralkyl; thien-2-yl; carbostyril-7-yl; 2-styrylbenztriazol-5-yl; 5-phenyl-1,2,4-thiadiazolyl; 2-methyl or styryl-benzoxazol-5-yl or -6-yl and 2-methyl or styryl-benzthiazol-5-yl or -6-yl, comprising contacting a compound of the formula ##STR70## with a basic compound at a temperature between about 20° and 150° C.
Claim 2
Dependent Claim 219 words
A process for the preparation of a compound of the formula ##STR69## wherein R 1 and R 2 each independently is C 1 -C 18 -alkyl; C 1 -C 18 -alkyl substituted by --OH, halogen, amino, C 1 -C 4 -alkoxy, cyano, carboxyl, carbalkoxy, carbamoyl; alkylsulphonyl or arylsulphonyl or sulphamoyl; cyclohexyl; cyclopentyl; vinyl; allyl; propenyl; phenyl; phenyl substituted by halogen, alkyl, alkoxy, nitro, cyano, phenyl, carboxyl, sulpho, carbalkoxy, carbamoyl, sulphamoyl, sulphonic acid esters, alkylcarbonyl or arylcarbonyl; naphthyl; pyridyl; thienyl; or benzyl radicals or phenylethyl radicals, or R 1 and R 2 , together with the triazole ring carbon atoms to which they are bonded, can also form 5-membered or 6-membered carbocyclic ring, and R 3 is phenyl; naphthyl; pyridyl or coumarin-7-yl optionally substituted by phenyl, by naphthyl, by alkoxycarbonyl or by 1,2,4-triazol-1-yl, 1,2,3-triazol-1-yl or 1,2,3-triazol-2-yl, it being possible for the triazolyl radicals to carry 5-alkyl-, aryl- and aralkylsubstituents, it also being possible for the radicals in the 4-position and 5-position to form, together, the remaining members of a fused-on benzene ring or naphthalene ring; pyrazolyl; pyrazolyl substituted by halogen, alkyl, aryl and aralkyl; thien-2-yl; carbostyril-7-yl; 2-styrylbenztriazol-5-yl; 5-phenyl-1,2,4-thiadiazolyl; 2-methyl or styryl-benzoxazol-5-yl or -6-yl and 2-methyl or styryl-benzthiazol-5-yl or -6-yl, comprising contacting a compound of the formula ##STR70## with a basic compound at a temperature between about 20° and 150° C.
Claim 3
Dependent Claim 13 words
The process according to claim 1, conducted in the presence of a diluent.
Claim 4
Dependent Claim 14 words
The process according to claim 1, wherein the basic compound is a tertiary amine.
Claim 5
Dependent Claim 15 words
The process according to claim 1, wherein R 3 is coumarin-7-yl optionally substituted as indicated.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-08-17 1985-02-16 1985-08-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-08-17 1989-02-16 1989-08-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-08-17 1993-02-16 1993-08-18 $7700.00 Window Closed / Lapsed

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