GB1288512A

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

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