GB1361410A - Benzthiazole-oxazole and -imidazole coupling agents - Google Patents
Benzthiazole-oxazole and -imidazole coupling agentsInfo
- Publication number
- GB1361410A GB1361410A GB4044072A GB4044072A GB1361410A GB 1361410 A GB1361410 A GB 1361410A GB 4044072 A GB4044072 A GB 4044072A GB 4044072 A GB4044072 A GB 4044072A GB 1361410 A GB1361410 A GB 1361410A
- Authority
- GB
- United Kingdom
- Prior art keywords
- substituted
- optionally substituted
- optionally
- nov
- benzyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- IGBADGOFZQWWEO-UHFFFAOYSA-N 1,3-benzothiazole;1,3-oxazole Chemical compound C1=COC=N1.C1=CC=C2SC=NC2=C1 IGBADGOFZQWWEO-UHFFFAOYSA-N 0.000 title 1
- 239000007822 coupling agent Substances 0.000 title 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 title 1
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical group ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 abstract 1
- PKUPAJQAJXVUEK-UHFFFAOYSA-N 2-phenoxyacetyl chloride Chemical compound ClC(=O)COC1=CC=CC=C1 PKUPAJQAJXVUEK-UHFFFAOYSA-N 0.000 abstract 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000000987 azo dye Substances 0.000 abstract 1
- 125000005605 benzo group Chemical group 0.000 abstract 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000001841 imino group Chemical group [H]N=* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- HNHVTXYLRVGMHD-UHFFFAOYSA-N n-butyl isocyanate Chemical compound CCCCN=C=O HNHVTXYLRVGMHD-UHFFFAOYSA-N 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- -1 sulphamyl Chemical group 0.000 abstract 1
- 125000000147 tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B27/00—Preparations in which the azo group is formed in any way other than by diazotising and coupling, e.g. oxidation
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/003—Cyclisation of azo dyes; Condensation of azo dyes with formation of ring, e.g. of azopyrazolone dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B44/00—Azo dyes containing onium groups
- C09B44/02—Azo dyes containing onium groups containing ammonium groups not directly attached to an azo group
- C09B44/04—Azo dyes containing onium groups containing ammonium groups not directly attached to an azo group from coupling components containing amino as the only directing group
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/002—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the linkage of the reactive group being alternatively specified
- C09B62/006—Azodyes
- C09B62/0061—Azodyes with coupling components containing an amino directing group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Paper (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Abstract
1361410 Substituted benz-thiazoles, -oxazoles, and -imidazoles CIBA-GEIGY AG 5 Nov 1971 [6 Nov 1970 4 Oct 1971] 40440/72 Divided out of 1361409 Heading C2C Compounds of formula where n is 1 or 2, A is optionally substituted p-phenylene, Y is optionally alkylated imino, S or O, R 1 is optionally substituted alkyl which is free from basic N atoms, or R 1 together with A and the N atom forms a tetrahydroquinoline ring, R 2 is optionally substituted divalent aliphatic, R 4 is optionally substituted aliphatic hydrocarbyl, and B is aromatic or partially or wholly saturated and may be substituted by halogen, nitro, cyano, trifluoromethyl, alkyl, alkoxy, acylamino, acyloxy, alkoxycarbonyl, optionally N-alkylated carbamyl or sulphamyl, or benzo groups, may be prepared by reacting a compound of formula with an aniline substituted in the o-position by NH 2 , OH, or SH, or by reacting When Y is O it may be replaced by S by reaction with thiophenol. In examples, R 1 is C 2 H 4 OH (and its acylatin products with acetyl, benzyl or phenoxyacetyl chloride, ethyl formate, or butyl isocyanate), C 2 H 4 CN, benzyl, or C 2 H 5 ; R 2 is CH 2 ; A may be substituted with CH 3 , OCH 3 , NO 2 , NH 2 or NHCOCH 3 , and B is benzene, chlorobenzene or cyolohexane. The products are intermediates in the manufacture of azo dyes.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1647370A CH544137A (en) | 1970-11-06 | 1970-11-06 | Water-insol mono-azo dyes - contg benzothiazole benzoxazole or benzimidazole gps for dyeing wool,silk,leather and synthetic fibre |
| CH1446171A CH567066A5 (en) | 1971-10-04 | 1971-10-04 | Water-insol mono-azo dyes - contg benzothiazole benzoxazole or benzimidazole gps for dyeing wool,silk,leather and synthetic fibre |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1361410A true GB1361410A (en) | 1974-07-24 |
Family
ID=25714503
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4044072A Expired GB1361410A (en) | 1970-11-06 | 1971-11-05 | Benzthiazole-oxazole and -imidazole coupling agents |
| GB5156271A Expired GB1361409A (en) | 1970-11-06 | 1971-11-05 | Azo dye-stuffs process for their manufacture and their use |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5156271A Expired GB1361409A (en) | 1970-11-06 | 1971-11-05 | Azo dye-stuffs process for their manufacture and their use |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE774960A (en) |
| DE (1) | DE2154477A1 (en) |
| ES (1) | ES396690A1 (en) |
| FR (1) | FR2116386B1 (en) |
| GB (2) | GB1361410A (en) |
| IT (1) | IT942277B (en) |
| NL (1) | NL7115287A (en) |
| PL (1) | PL81411B1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA994761A (en) * | 1972-05-12 | 1976-08-10 | Max A. Weaver | Azo compounds and polyamide materials dyed therewith |
| US20010018446A1 (en) | 1999-09-23 | 2001-08-30 | G.D. Searle & Co. | Substituted N-Aliphatic-N-Aromatictertiary-Heteroalkylamines useful for inhibiting cholesteryl ester transfer protein activity |
-
1971
- 1971-11-02 DE DE19712154477 patent/DE2154477A1/en active Pending
- 1971-11-04 FR FR7139531A patent/FR2116386B1/fr not_active Expired
- 1971-11-04 PL PL15145271A patent/PL81411B1/en unknown
- 1971-11-05 BE BE774960A patent/BE774960A/en unknown
- 1971-11-05 IT IT5387771A patent/IT942277B/en active
- 1971-11-05 GB GB4044072A patent/GB1361410A/en not_active Expired
- 1971-11-05 NL NL7115287A patent/NL7115287A/xx unknown
- 1971-11-05 ES ES396690A patent/ES396690A1/en not_active Expired
- 1971-11-05 GB GB5156271A patent/GB1361409A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE774960A (en) | 1972-05-05 |
| ES396690A1 (en) | 1974-11-16 |
| FR2116386A1 (en) | 1972-07-13 |
| GB1361409A (en) | 1974-07-24 |
| NL7115287A (en) | 1972-05-09 |
| FR2116386B1 (en) | 1975-07-18 |
| IT942277B (en) | 1973-03-20 |
| PL81411B1 (en) | 1975-08-30 |
| DE2154477A1 (en) | 1972-05-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |