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US3975379A Expired / Lapsed US ⏱️ 0.0 years remaining

Dihydroindoles and indolenine dyestuffs

Assignee: Bayer AG
•
Filing: 1974-05-01
•
Granted: 1976-08-17
•
Expires: 1994-05-01
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Abstract

Abstract Dihydroindoles of the formula AND THEIR USE AS COUPLING OR CONDENSATION COMPONENTS FOR THE MANUFACTURE OF BASIC INDOLENINE DYESTUFFS OF THE FORMULA The dyestuffs are used for dyeing and printing natural are used for dyeing and printing natural and synthetic materials.

Inventors

  • 👤 Ernst Schmitt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 13:10
CPC Classifications
C; C09; C09B; C09B31/00; C09B31/02; C09B31/12; C09B31/14; C09B31/15; C07; C07D; C07D209/00; C07D209/02; C07D209/04; C07D209/08; C07D209/10; C07D209/12; C09B23/00; C09B23/14; C09B23/145; C09B44/00; C09B44/10; C09B44/12; C09B44/123; C09B69/00; C09B69/02; C09B69/06

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 173 words
Methine dyestuff of the formula ##SPC37## in which R 1 and R 2 are C 1 --C 4 -alkyl; R 3 is hydrogen, a non-ionic substituent, carboxyl, or together with the ring, to which it is attached, a benzene ring; n is 1, 2, 3 or 4; R 4 and R 5 are hydrogen or a non-ionic substituent; X.sup.( - ) is an anion; said non-ionic substituents selected from the group consisting of C 1 --C 9 alkyl, chloromethyl, C 1 --C 12 -alkoxymethyl, phenoxymethyl, p-nitrophenoxymethyl, p-methoxyphenoxy, p-chlorophenoxymethyl, allyloxymethyl, propargyloxymethyl, hydroxymethyl, di-C 1 --C 4 -alkylaminomethyl, diallylaminomethyl, pyrrolidinomethyl, phthalimidomethyl, allyl, trifluoromethyl, phenyl, benzyl, cyclohexyl, C 1 --C 4 -alkoxy, sulfamoyl, CN, carbomethoxy, carboethoxy, fluorine, chlorine, methylmercapto, methylsulfonyl and acetylamino; B 1 is CH -- Ar 1 or ##EQU8## Z together with C and N to which it is attached, forms an indolinyl-2-ring; Ar 1 is a radical of the p-amino-benzene, naphthalene; benzofurane, benzothiophene, indole, indoline, 1,2,3,4-tetrahydroquinoline, carbazole, quinoxaline, dihydro-[benzo-1,4-oxazine], dihydro-[benzo-1,4-thiazine], 9, 10-dihydro-phenazine, phenoxazine or phenthiazine series; R 6 is methyl, ethyl or benzyl.
Claim 2
Dependent Claim 173 words
Methine dyestuff of the formula ##SPC37## in which R 1 and R 2 are C 1 --C 4 -alkyl; R 3 is hydrogen, a non-ionic substituent, carboxyl, or together with the ring, to which it is attached, a benzene ring; n is 1, 2, 3 or 4; R 4 and R 5 are hydrogen or a non-ionic substituent; X.sup.( - ) is an anion; said non-ionic substituents selected from the group consisting of C 1 --C 9 alkyl, chloromethyl, C 1 --C 12 -alkoxymethyl, phenoxymethyl, p-nitrophenoxymethyl, p-methoxyphenoxy, p-chlorophenoxymethyl, allyloxymethyl, propargyloxymethyl, hydroxymethyl, di-C 1 --C 4 -alkylaminomethyl, diallylaminomethyl, pyrrolidinomethyl, phthalimidomethyl, allyl, trifluoromethyl, phenyl, benzyl, cyclohexyl, C 1 --C 4 -alkoxy, sulfamoyl, CN, carbomethoxy, carboethoxy, fluorine, chlorine, methylmercapto, methylsulfonyl and acetylamino; B 1 is CH -- Ar 1 or ##EQU8## Z together with C and N to which it is attached, forms an indolinyl-2-ring; Ar 1 is a radical of the p-amino-benzene, naphthalene; benzofurane, benzothiophene, indole, indoline, 1,2,3,4-tetrahydroquinoline, carbazole, quinoxaline, dihydro-[benzo-1,4-oxazine], dihydro-[benzo-1,4-thiazine], 9, 10-dihydro-phenazine, phenoxazine or phenthiazine series; R 6 is methyl, ethyl or benzyl.
Claim 3
Dependent Claim 182 words
Methine dyestuff of claim 1 wherein ##SPC38## or ##SPC39## R 7 and R 8 are independently of one another hydrogen; C 1 --C 4 -alkyl; ethyl substituted by chlorine, cyano, or dimethylamino; cyclohexyl; phenyl; phenyl substituted by methyl; ethyl, methoxy, ethoxy or chlorine; benzyl; or R 7 , R 8 together with N atom form a morpholino or piperidino radical; R 9 is hydrogen or methyl; or R 9 which is bonded to the o-position of N, together with R 7 and the phenylring forms a carbazol or tetrahydrocarbazol ring system; R 10 is hydrogen; methyl; phenyl; or phenyl substituted by chlorine or methyl; R 11 is hydrogen; methyl or ethyl; R 12 is hydrogen; methyl; ethyl; methoxy; chlorine or nitro; m is 1 or 2; R 13 is methyl, ethyl, or n-propyl; R 14 is methyl, ethyl, or n-propyl; R 15 is hydrogen; C 1 --C 4 -alkyl; fluorine; chlorine; trifluoromethyl; cyclohexyl; benzyl; methoxy; ethoxy; methylmercapto; ethylmercapto; methylsulfonyl; phenoxy; methoxycarbonyl; ethoxycarbonyl; sulphamoyl; nitro; amino; acetamino; carboxyl; cyano, or together with the ring to which it is attached, forms a benzene ring.
Claim 4
Dependent Claim 15 words
Methine dyestuff of claim 1 in which B 1 is CH -- Ar 1 .
Claim 5
Dependent Claim 11 words
Methine dyestuff of claim 1 in which B 1 is ##EQU9##
Claim 6
Dependent Claim 9 words
Methine dyestuff of claim 1 having the formula ##SPC40##
Claim 7
Dependent Claim 9 words
Methine dyestuff of claim 1 having the formula ##SPC41##
Claim 8
Dependent Claim 9 words
Methine dyestuff of claim 1 having the formula ##SPC42##

References Cited (Backward Citations)

US2639282A Cited
US3598596A Cited
US3767651A Cited
US3860583A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-08-17 1980-02-16 1980-08-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-08-17 1984-02-16 1984-08-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-08-17 1988-02-16 1988-08-17 $7700.00 Window Closed / Lapsed

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