GB1464706A - Coumarin compounds - Google Patents
Coumarin compoundsInfo
- Publication number
- GB1464706A GB1464706A GB1142775A GB1142775A GB1464706A GB 1464706 A GB1464706 A GB 1464706A GB 1142775 A GB1142775 A GB 1142775A GB 1142775 A GB1142775 A GB 1142775A GB 1464706 A GB1464706 A GB 1464706A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aldehyde
- image
- formula
- derivatives
- reaction
- 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
- 125000000332 coumarinyl group Chemical class O1C(=O)C(=CC2=CC=CC=C12)* 0.000 title abstract 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 239000003153 chemical reaction reagent Substances 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 1
- 229910019213 POCl3 Inorganic materials 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 229910006124 SOCl2 Inorganic materials 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- QQVDYSUDFZZPSU-UHFFFAOYSA-M chloromethylidene(dimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)=CCl QQVDYSUDFZZPSU-UHFFFAOYSA-M 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- ZHNUHDYFZUAESO-UHFFFAOYSA-N formamide Substances NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 abstract 1
- 150000003948 formamides Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 150000002429 hydrazines Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/003—Transfer printing
- D06P5/004—Transfer printing using subliming dyes
- D06P5/006—Transfer printing using subliming dyes using specified dyes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
- C07D311/16—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/36—Amides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6568—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms
- C07F9/65685—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms the ring phosphorus atom being part of a phosphine oxide or thioxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/657154—Cyclic esteramides of oxyacids of phosphorus
-
- 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
- C09B55/00—Azomethine dyes
- C09B55/002—Monoazomethine dyes
- C09B55/003—Monoazomethine dyes with the -C=N- group attached to an heteroring
-
- 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
- C09B57/00—Other synthetic dyes of known constitution
- C09B57/02—Coumarine 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
- 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
- C09B62/0025—Specific dyes not provided for in groups C09B62/004 - C09B62/018
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrane Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Aldehyde derivatives of the formula VII - the definition of the symbols is to be taken from Patent Claim 1 - are obtained by reaction of corresponding coumarin compounds which are unsubstituted in the 3-position with a Vilsmeier reagent which is obtained from a substituted formamide of the formula <IMAGE> and an acid halide, e.g. POCl3, SOCl2, COCl2; Vilsmeier reagents of the formula <IMAGE> are preferred. From the products obtained, other aldehyde derivatives can be obtained by reaction with aldehyde reagents such as hydroxylamine, amines or hydrazine derivatives, or the free aldehyde itself, which is likewise accessible for the further reactions mentioned, can be obtained by hydrolysis. The compounds prepared are primarily useful as dyestuffs. <IMAGE>
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19742413281 DE2413281C2 (en) | 1974-03-20 | 1974-03-20 | Coumarin compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1464706A true GB1464706A (en) | 1977-02-16 |
Family
ID=5910555
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1142775A Expired GB1464706A (en) | 1974-03-20 | 1975-03-19 | Coumarin compounds |
Country Status (7)
Country | Link |
---|---|
JP (1) | JPS602336B2 (en) |
BE (1) | BE826854A (en) |
CH (1) | CH620701A5 (en) |
DE (1) | DE2413281C2 (en) |
FR (1) | FR2264849B1 (en) |
GB (1) | GB1464706A (en) |
NL (1) | NL7503353A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0456148A1 (en) * | 1990-05-07 | 1991-11-13 | Eastman Kodak Company | Filter dyes for photographic elements |
CN111892609A (en) * | 2020-09-09 | 2020-11-06 | 中国科学技术大学 | Fluorescent probe for detecting mustard gas, detection test paper and preparation method thereof |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9716476D0 (en) * | 1997-08-04 | 1997-10-08 | Amersham Int Plc | Dye intermediate and method |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH390250A (en) * | 1958-06-19 | 1965-07-30 | Geigy Ag J R | Process for the production of fluorescent dyes |
DE2065076A1 (en) * | 1970-11-30 | 1972-06-22 | Farbenfabriken Bayer Ag, 5090 Leverkusen | Oxazolyl-acetic acid and -coumar in derivs - used resp - as dyestuffs intermediates and as fluorescent dyes |
DE2126811A1 (en) * | 1971-05-29 | 1972-12-14 | Basf Ag | Fluorescent pigments dyes - of the coumarin series for synthetic fibres and plastics |
CH556376A (en) * | 1972-03-15 | 1974-11-29 | Sandoz Ag | PROCESS FOR THE PREPARATION IN WATER OF HARDLY SOLUBLE CUMARIN COMPOUNDS |
-
1974
- 1974-03-20 DE DE19742413281 patent/DE2413281C2/en not_active Expired
-
1975
- 1975-03-18 CH CH345275A patent/CH620701A5/en not_active IP Right Cessation
- 1975-03-18 JP JP3190575A patent/JPS602336B2/en not_active Expired
- 1975-03-19 BE BE154476A patent/BE826854A/en unknown
- 1975-03-19 GB GB1142775A patent/GB1464706A/en not_active Expired
- 1975-03-20 NL NL7503353A patent/NL7503353A/en unknown
- 1975-03-20 FR FR7508724A patent/FR2264849B1/fr not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0456148A1 (en) * | 1990-05-07 | 1991-11-13 | Eastman Kodak Company | Filter dyes for photographic elements |
US5098820A (en) * | 1990-05-07 | 1992-03-24 | Eastman Kodak Company | Solid particle dispersions of filter dyes for photographic elements |
CN111892609A (en) * | 2020-09-09 | 2020-11-06 | 中国科学技术大学 | Fluorescent probe for detecting mustard gas, detection test paper and preparation method thereof |
CN111892609B (en) * | 2020-09-09 | 2022-10-28 | 中国科学技术大学 | Fluorescent probe for detecting mustard gas, detection test paper and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
FR2264849B1 (en) | 1978-10-06 |
JPS602336B2 (en) | 1985-01-21 |
CH620701A5 (en) | 1980-12-15 |
JPS50127926A (en) | 1975-10-08 |
DE2413281C2 (en) | 1984-08-02 |
NL7503353A (en) | 1975-09-23 |
BE826854A (en) | 1975-09-19 |
FR2264849A1 (en) | 1975-10-17 |
DE2413281A1 (en) | 1975-10-16 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19930319 |