GB1288512A – – Google Patents
GB1288512A – – Google Patents
Info
Publication number
GB1288512A
GB1288512A
GB1288512DA
GB1288512A
GB 1288512 A
GB1288512 A
GB 1288512A
GB 1288512D A
GB1288512D A
GB 1288512DA
GB 1288512 A
GB1288512 A
GB 1288512A
Authority
GB
United Kingdom
Prior art keywords
chloro
dichloro
alkyl
nitrobenzene
compounds
Prior art date
1969-09-08
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
Application number
Priority date (The priority date 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 date listed.)
1969-09-08
Filing date
1970-09-07
Publication date
1972-09-13
1970-09-07
Application filed
filed
Critical
1972-09-13
Publication of GB1288512A
publication
Critical
patent/GB1288512A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
Classifications
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C331/00—Derivatives of thiocyanic acid or of isothiocyanic acid
C07C331/16—Isothiocyanates
C07C331/28—Isothiocyanates having isothiocyanate groups bound to carbon atoms of six-membered aromatic rings
Abstract
1288512 Salicylanilides and thiobenzanilides MERCK & CO Inc 7 Sept 1970 [8 Sept 1969] 42689/70 Heading C2C The invention comprises novel salicylanilides and thiobenzanilides of the formula. in which A is H, C 1-6 alkanoyl or aroyl; each of Y 1 and Y 2 is H, halogen, OH, alkyl, haloalkyl or polyhaloalkyl; Y 3 is halogen, OH, haloalkyl or polyhaloalkyl; each of X 1 and X 2 is H, halogen, alkyl, polyhaloalkyl, haloalkyl or NO 2 ; X 3 is halogen, alkyl, haloalkyl, polyhaloalkyl or NO 2 ; R 2 is H or alkyl; R 1 is alkyl, C 3-6 cyclo – alkyl or monohaloalkyl or polyhaloalkyl in which there is more than one type of halogen atom present; Z is O or S; provided that when Z is not S when R 1 is alkyl and that at least one of X 1 , X 2 , X 3 , Y 1 , Y 2 and Y 3 is other than H or halogen when R 1 is CH 3 and A is H; and all the alkyl, haloalkyl and alkoxy radicals contain not more than 5 carbon atoms, and their preparation. Compounds in which Z is O are prepared by reacting the appropriate aniline derivatives with the corresponding salicylic acids or acid halides. Compounds in which Z is S and R 2 is H are obtained by reacting phenols and phenyl isocyanates of the formulµ Compounds in which R 2 is alkyl are made by reacting the corresponding compounds in which R 2 is H with alkyl halides. The following starting materials are prepared: potassium 2,6 – dichloro – 4 – nitrophenate, potassium 2,6 – dibromo – 4 – nitrophenate, 1,3 – dichloro – 2 – methoxy – 5 – nitrobenzene, 1 – chloro – 3 – methyl – 2 – methoxy – 5 nitrobenzene, 1 – chloro – 3 – trifluoromethyl – 2- methoxy – 5 – nitrobenzene, 1,3 – dichloro – 2- cyclohexyloxy – 5 – nitrobenzene, 1,3 – dichloro- 2 – ethoxy – 5 – nitrobenzene 2 – butoxy – 1,3- dichloro – 5 – nitrobenzene, 1,3 – dibromo – 2- methoxy – 5 – nitrobenzene, 3,5 – dichloro – 4- methoxy – aniline 3,5 – dichloro – 4 – cyclohexyloxyaniline, 3,5 – dichloro – 4 – ethoxyaniline, 4 – butoxy – 3,5 – dichloroaniline, 3- chloro – 5 – ethoxy – 4 – methoxyaniline, 3- chloro – 5 – trifluoromethyl – 4 – cyclohexyloxyaniline, 3 – chloro – 5 – trifluoromethyl – 4 – ethoxyaniline, 4 – butoxy – 3 – chloro – 5 – trifluoromethylaniline, N – propyl – 3,5 – dichloro- 4 – ethoxyaniline, N isopropyl – 3,5 – dichloro- 4 – ethoxyaniline, N – butyl – 3,5 – dichloro – 4- ethoxyaniline, 3 – chloro – 4 – ethoxyphenyl isothiocyanate, 3 – chloro – 4 – cyclohexyloxyphenyl isothiocyanate, 3 – chloro – 4 – (#- chloro – α,α,# – trifluoroethoxy)aniline, 1- chloro – 2 – (# – chloro – α,α;# – trifluoroethoxy)- 5 – nitrobenzene and 3 – chloro – 2 – (#- chloro- α,α,# – trifluoroethoxy)phenyl isocyanate. Anti-bacterial compositions contain the above novel compounds and excipients. The compounds also possess anthelminthic activity.
GB1288512D
1969-09-08
1970-09-07
Expired
GB1288512A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
US85621369A
1969-09-08
1969-09-08
Publications (1)
Publication Number
Publication Date
GB1288512A
true
GB1288512A
(en)
1972-09-13
Family
ID=25323075
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB1288512D
Expired
GB1288512A
(en)
1969-09-08
1970-09-07
Country Status (6)
Country
Link
JP
(1)
JPS4829213B1
(en)
DE
(1)
DE2044251C3
(en)
FR
(1)
FR2070677B1
(en)
GB
(1)
GB1288512A
(en)
NL
(1)
NL7012496A
(en)
ZA
(1)
ZA706087B
(en)
Families Citing this family (1)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
GB1427112A
(en)
*
1973-06-25
1976-03-10
Yoshitomi Pharmaceutical
Antifouling compositions
Family Cites Families (2)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
IL27982A
(en)
*
1966-06-07
1971-06-23
Merck & Co Inc
Substituted salicylanilides and methods of preparing same
NL6815873A
(en)
*
1967-11-22
1969-05-27
1970
1970-08-24
NL
NL7012496A
patent/NL7012496A/xx
not_active
Application Discontinuation
1970-09-02
JP
JP45076403A
patent/JPS4829213B1/ja
active
Pending
1970-09-07
FR
FR7032446A
patent/FR2070677B1/fr
not_active
Expired
1970-09-07
GB
GB1288512D
patent/GB1288512A/en
not_active
Expired
1970-09-07
DE
DE2044251A
patent/DE2044251C3/en
not_active
Expired
1970-09-08
ZA
ZA706087A
patent/ZA706087B/en
unknown
Also Published As
Publication number
Publication date
FR2070677B1
(en)
1974-03-22
FR2070677A1
(en)
1971-09-17
NL7012496A
(en)
1971-03-10
DE2044251A1
(en)
1971-03-11
DE2044251B2
(en)
1977-12-22
JPS4829213B1
(en)
1973-09-08
DE2044251C3
(en)
1978-09-07
ZA706087B
(en)
1972-04-26
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Legal Events
Date
Code
Title
Description
1973-01-24
PS
Patent sealed
1980-04-16
PCNP
Patent ceased through non-payment of renewal fee