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US4092369A
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Process for the preparation of chloroalkylbenzene chlorides
Assignee: Occidental Chemical Corp
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Filing: 1976-07-12
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Granted: 1978-05-30
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Expires: 1996-07-12
Abstract
Abstract A process for the selective mono alpha -chlorination of alkyl chloroaromatic compounds comprises reacting chlorine with an alkyl chloroaromatic compound of the formula: <IMAGE> WHERE R is methyl or ethyl and n is 1 or 2; in the presence of an organic sulfide catalyst selected from the group consisting of aryl sulfides, alkyl sulfides, alkylaryl sulfides and heterocyclic sulfides.
Inventors
- 👤 Samuel Gelfand
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 21:20
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/093; C07C17/10; C07C17/14
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
47 words
A process for the mono-αchlorination of alkyl chloroaromatic compounds which comprises reacting chlorine with an alkyl chloroaromatic compound of the formula: ##STR3## where R is methyl or ethyl and n is 1 or 2; in the presence of a pre-prepared catalyst consisting essentially of an organic sulfide.
Claim 2
Dependent Claim
47 words
A process for the mono-αchlorination of alkyl chloroaromatic compounds which comprises reacting chlorine with an alkyl chloroaromatic compound of the formula: ##STR3## where R is methyl or ethyl and n is 1 or 2; in the presence of a pre-prepared catalyst consisting essentially of an organic sulfide.
Claim 3
Dependent Claim
54 words
A process according to claim 1 wherein said catalyst is an organic sulfide selected from the group consisting of aryl sulfides, alkyl sulfides, alkyl aryl sulfides and heterocyclic sulfides, and is present in an amount of about 0.1 to about 10.0 weight percent by weight based on the weight of said alkyl chloroaromatic compound.
Claim 4
Dependent Claim
36 words
A process according to claim 1 which comprises reacting chlorine with monochlorotoluene in the presence of an organic sulfide catalyst selected from the group consisting of aryl sulfides, alkyl sulfides, alkyl aryl sulfides and heterocyclic sulfides.
Claim 5
Dependent Claim
34 words
A process according to claim 3 which comprises reacting chlorine with monochlorotoluene in the presence of about 0.1 to about 10.0 percent by weight of an aryl sulfide, based on the weight of monochlorotoluene.
Claim 6
Dependent Claim
13 words
A process according to claim 4 wherein said aryl sulfide is diphenyl sulfide.
Claim 7
Dependent Claim
12 words
A process according to claim 5 wherein chlorine is reacted with parachlorotoluene.
Claim 8
Dependent Claim
12 words
A process according to claim 5 wherein chlorine is reacted with orthochlorotoluene.
Claim 9
Dependent Claim
18 words
A process according to claim 4 which comprises reacting chlorine with parachlorotoluene in the presence of bis-(parachlorophenyl) sulfide.
Claim 10
Dependent Claim
34 words
A process according to claim 3 which comprises reacting chlorine with parachlorotoluene in the presence of about 0.1 to about 10.0 percent by weight of a heterocyclic sulfide, based on the weight of parachlorotoluene.
Claim 11
Dependent Claim
12 words
A process according to claim 9 wherein said heterocyclic sulfide is tetrachlorothiophene.
Claim 12
Dependent Claim
34 words
A process according to claim 3 which comprises reacting chlorine with parachlorotoluene in the presence of about 0.1 to about 10.0 percent by weight of an alkyl sulfide, based on the weight of parachlorotoluene.
Claim 13
Dependent Claim
12 words
A process according to claim 11 wherein said alkyl sulfide is dioctylsulfide.
Claim 14
Dependent Claim
13 words
A process according to claim 9 wherein said alkyl sulfide is di-n-butyl sulfide.
Claim 15
Dependent Claim
60 words
A process for the preparation of monochlorobenzyl chloride consisting essentially of reacting chlorine with monochlorotoluene at a temperature of about 20° to about 80° Celsius in the presence of 0.1 to about 10.0 percent by weight, based on the weight of monochlorotoluene, of a pre-prepared catalyst selected from the group consisting of diphenyl sulfide, bis(parachlorophenyl) sulfide, tetrachlorothiophene, dioctylsulfide, and di-n-butylsulfide.
Claim 16
Dependent Claim
60 words
A process for the preparation of monochlorobenzyl chloride consisting essentially of reacting chlorine with monochlorotoluene at a temperature of about 20° to about 80° Celsius in the presence of 0.1 to about 10.0 percent by weight, based on the weight of monochlorotoluene, of a pre-prepared catalyst selected from the group consisting of diphenyl sulfide, bis(parachlorophenyl) sulfide, tetrachlorothiophene, dioctylsulfide, and di-n-butylsulfide.
Claim 17
Dependent Claim
29 words
A process according to claim 14 wherein said catalyst is present in an amount of about 0.5 to about 1.0 percent by weight, based on the weight of monochlorotoluene.
Claim 18
Dependent Claim
11 words
A process according to claim 15 wherein said monochlorotoluene is parachlorotoluene.
Claim 19
Dependent Claim
11 words
A process according to claim 15 wherein said monochlorotoluene is orthochlorotoluene.
Claim 20
Dependent Claim
12 words
A process according to claim 15 wherein said catalyst is diphenyl sulfide.
Claim 21
Dependent Claim
12 words
A process according to claim 15 wherein said catalyst is bis(parachlorophenyl) sulfide.
Claim 22
Dependent Claim
11 words
A process according to claim 15 wherein said catalyst is tetrachlorothiophene.
Claim 23
Dependent Claim
11 words
A process according to claim 15 wherein said catalyst is dioctylsulfide.
Claim 24
Dependent Claim
11 words
A process according to claim 15 wherein said catalyst is di-n-butyl-sulfide.
Claim 25
Dependent Claim
12 words
A process according to claim 17 wherein said catalyst is diphenyl sulfide.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-05-29 | 1981-11-28 | 1982-05-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-05-29 | 1985-11-28 | 1986-05-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-05-29 | 1989-11-28 | 1990-05-30 | $7700.00 | Window Closed / Lapsed |