GB991299A - Preparation of chloro-substituted benzene derivatives - Google Patents
Preparation of chloro-substituted benzene derivativesInfo
- Publication number
- GB991299A GB991299A GB1433562A GB1433562A GB991299A GB 991299 A GB991299 A GB 991299A GB 1433562 A GB1433562 A GB 1433562A GB 1433562 A GB1433562 A GB 1433562A GB 991299 A GB991299 A GB 991299A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloro
- cooh
- bis
- group
- ccl3
- 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
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/68—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen
- C07C63/70—Monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/093—Preparation of carboxylic acids or their salts, halides or anhydrides by hydrolysis of —CX3 groups, X being halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Compounds of the general formula <FORM:0991299/C2/1> wherein X is hydrogen or chlorine; Y is a group -CCl3, -COOH, or -COCl; Z is hydrogen or a group -CCl3, -COOH, or -COCl, and is in m- or p-position with respect to Y, are obtained by reacting at 60-90 DEG C. a compound of the formula <FORM:0991299/C2/2> wherein X is hydrogen or chlorine and R is a hydrogen atom or a methyl group in m or p-position with respect to the methyl group, with chlorine in an inert medium under irradiation with U-V radiation or/and in presence of a free-radical generator type of catalyst to produce a compound of Formula I in which Y is a -CCl3 group and Z is H or -CCl3, and, if desired, subjecting the liquid obtained to hydrolysis to produce a compound of Formula I in which Y is a -COOH or -COCl group and Z is H or -COOH, or -COCl. The product formed by the chlorination process may be isolated by distillation. Partial hydrolysis to the acid chloride stage may be effected by adding water in an amount equivalent to the theoretical amount required together with a dehydrochlorinating catalyst such as FeCl3 or ZnCl2. For the production of compounds in which Y of the general formula is -COOH, hydrolysis is effected under acidic or alkaline conditions. If desired, the resulting solution from the chlorination reaction may be subjected to alcoholysis so as to obtain a corresponding ester. Compounds specified as starting materials are-o- and p-toluene sulphochloride, 3-chloro-4-methylbenzene sulphochloride, m- and p-xylene sulphochloride. Inert media specified are chloroform, carbon tetrachloride dichlorobenzene, tri-chloro-benzene, and chlorine substituted trichloromethyl or bis-trichloromethyl benzenes. Free radical generator type catalyst specified are azo-bis-isobutyronitrile; azo-bis-valeronitrile; lauroyl-, benzoyl-, 4-chlorobenzoyl-, and 2,4-dichlorobenzoyl peroxides. Examples describe the preparation of o- and p-chlorobenzotrichloride, 2,4-dichlorobenzotrichloride, 4 - chloro - 1,3 - bis - trichloromethyl - benzene, 2 - chloro - 1,4 - bis - trichloromethyl - benzene, p - chlorobenzoic acid, p - chlorobenzoyl chloride, 4 - chloro - isophthalic acid, and 2-chloro-terephthalic acid.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF0036555 | 1962-04-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB991299A true GB991299A (en) | 1965-05-05 |
Family
ID=7096505
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1433562A Expired GB991299A (en) | 1962-04-14 | 1962-04-13 | Preparation of chloro-substituted benzene derivatives |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH418315A (en) |
DE (1) | DE1443829A1 (en) |
GB (1) | GB991299A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2234247A1 (en) * | 1973-06-25 | 1975-01-17 | Vyzk Ustav Agrochem |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS56145234A (en) * | 1980-03-25 | 1981-11-11 | Ciba Geigy Ag | Manufacture of chlorinated compound |
-
1962
- 1962-04-13 GB GB1433562A patent/GB991299A/en not_active Expired
- 1962-04-14 DE DE19621443829 patent/DE1443829A1/en active Pending
- 1962-04-18 CH CH477362A patent/CH418315A/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2234247A1 (en) * | 1973-06-25 | 1975-01-17 | Vyzk Ustav Agrochem |
Also Published As
Publication number | Publication date |
---|---|
DE1443829A1 (en) | 1968-12-12 |
CH418315A (en) | 1966-08-15 |
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