GB691520A - o-hydroxyaryl dihalotriazines - Google Patents
o-hydroxyaryl dihalotriazinesInfo
- Publication number
- GB691520A GB691520A GB23500/51A GB2350051A GB691520A GB 691520 A GB691520 A GB 691520A GB 23500/51 A GB23500/51 A GB 23500/51A GB 2350051 A GB2350051 A GB 2350051A GB 691520 A GB691520 A GB 691520A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methoxy
- dichlorotriazine
- methoxybenzoic
- naphthoic
- acid
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises 2-(o-hydroxy-aryl)-4 : 6-dichloro- and -dibromo-triazines and their production by de-alkylation of the corresponding o-alkoxyaryl compounds, using hydrogen halide in an inert organic solvent at 100-200 DEG C. The alkoxy group contains 1-5 carbon atoms. Exchange of halogen atoms in the ring may take place. The starting materials are made by condensing o-alkoxyaroyl chlorides with dicyandiamide, hydrolysing the products with acid to o-alkoxyaroyl-biurets, alkaline ring-closure of the latter to 2-(o-alkoxyaryl)-4 : 6-dihydroxytriazines and final treatment with phosphorus halides. Examples show the successive production of (1) o-anisoyldicyandiamide, o-anisoylbiuret, o-anisoguanamide, o-anisyl-dichlorotriazine and o-hydroxyphenyl-dichlorotriazine; (2) 2 - methoxy - 5 - chlorobenzoyl chloride (from the acid and thionyl chloride), 2-methoxy-5 - chlorobenzoyldicyandiamide, 2 - methoxy - 5 - chlorobenzoylbiuret, 2 - methoxy - 5 - chlorobenzoguanamide, 2 - methoxy - 5 - chlorophenyl-dichlorotriazine and 2-hydroxy-5-chlorophenyl - dibromotriazine (by halogen interchange, hydrogen bromide being used). In a further example the o-hydroxyphenyl-dibromotriazine which is produced intermediately in (1) is isolated as such. Other specified starting materials are the acid chlorides of o-ethoxybenzoic, o-propoxybenzoic, 4-chloro-2-methoxybenzoic, 5 - bromo - 2 - propoxybenzoic, 4 - methyl - 2 - methoxybenzoic, 5 - nitro - 4 - methyl - 2 - methoxybenzoic, 1 - methoxy - 2 - naphthoic, 2 - methoxy - 3 - naphthoic, 4 - nitro - 1 - methoxy - 2 - naphthoic, 1 - methoxyphenanthrene - 2 - carboxylic and 3 - methoxyphenanthrene-2-carboxylic acids. The products are intermediates for anthraquinone vat dyes, cf. Specification 691,506.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US691520XA | 1951-05-23 | 1951-05-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB691520A true GB691520A (en) | 1953-05-13 |
Family
ID=22087085
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB23500/51A Expired GB691520A (en) | 1951-05-23 | 1951-10-09 | o-hydroxyaryl dihalotriazines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB691520A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3270016A (en) * | 1963-01-25 | 1966-08-30 | Ciba Ltd | Aryl-1, 3, 5-triazines |
-
1951
- 1951-10-09 GB GB23500/51A patent/GB691520A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3270016A (en) * | 1963-01-25 | 1966-08-30 | Ciba Ltd | Aryl-1, 3, 5-triazines |
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