GB923734A - Improvements relating to substituted pyrazoles - Google Patents
Improvements relating to substituted pyrazolesInfo
- Publication number
- GB923734A GB923734A GB2057159A GB2057159A GB923734A GB 923734 A GB923734 A GB 923734A GB 2057159 A GB2057159 A GB 2057159A GB 2057159 A GB2057159 A GB 2057159A GB 923734 A GB923734 A GB 923734A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- acyl
- hydrogen
- hydrocarbyl
- substituted
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/38—Nitrogen atoms
- C07D231/40—Acylated on said nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Condensation polymers are obtained by (i) reacting a diol or a diprimary diamine with the dicarboxylic acids obtained by the hydrolysis of compounds of formula <FORM:0923734/IV(a)/1> where one of X and Y is cyano and the other is a group -NR1R2, where R1 is hydrogen or acyl and R2 is hydrogen or R1 and R2 together form a hydrocarbyl or substituted hydrocarbyl radical doubly bonded to the nitrogen atom by a C=N bond, and R is hydrogen, hydrocarbyl, substituted hydrocarbyl or acyl (which term includes carboxylic acyl, sulphonyl, carbonyl and substituted carbonyl) (see Group IV(b)); and (ii) reacting a dibasic acid such as adipic acid with the di(amino methyl) compounds obtained by the reduction of the compounds of the above formula. Specification 757,773 is referred to.ALSO:The invention comprises compounds of the formula <FORM:0923734/IV(a)/1> where one of X and Y is cyano and the other is a group -NR1R2 where R1 is hydrogen or acyl and R2 is hydrogen, or R1 and R2 together form a hydrocarbyl or substituted hydrocarbyl radical doubly bonded to the nitrogen atom by a C = N bond, and R is hydrogen, hydrocarbyl, substituted hydrocarbyl or acyl; "acyl" comprises carboxylic acyl, sulphonyl, carbamyl and substituted carbamyl. Compounds in which R1 and R2 are both hydrogen are prepared by reacting tetracyanoethylene with a substituted hydrazine RNHNH2 in a molar ratio between 1:1.5 and 1.5:1. Compounds in which R1 is acyl are prepared by acylating the free amino compound; the ring nitrogen may be acylated at the same time. The compounds in which R1 and R2 are together a single radical are prepared by reacting the free amino compounds with an aldehyde or ketone. Compounds in which R is hydrogen may be prepared by hydrolysis of compounds in which R is acyl, especially carbamyl. The compounds of the invention may be further treated as follows:-(i) the cyano groups may be hydrolysed to carboxylic acid groups, (ii) the cyano groups may be reduced to aminomethyl groups, and (iii) the imino compounds may be reduced to amino compounds. 4-n-Butyl-4-stearyl semicarbazide is obtained by reacting hydrazine with N-n-butyl-N-stearyl carbamyl chloride, itself obtained from N-n-butyl stearylamine and phosgene. 4-Diethyleneoxy-semicarbazide is obtained by reacting hydrazine with the condensation product obtained from morpholine and phosgene. Specification 757,773 is referred to.ALSO:Dyestuffs of formula <FORM:0923734/IV(a)/1> where one of X and Y is cyano and the other is a group NR1R2, where R1 and R2 together form a hydrocarbyl or substituted hydrocarbyl radical doubly bonded to the nitrogen atom by a C=N bond, and R is hydrogen, hydrocarbyl, substituted hydrocarbyl or acyl (which term includes carboxylic acyl, sulphonyl, carbamyl and substituted carbamyl) are obtained by reacting an aldehyde or ketone with the corresponding free amine. Examples prepare and use <FORM:0923734/IV(a)/2> and the corresponding compound containing phenyl attached to the ring nitrogen instead of -CONH2. Other aldehydes and ketones specified are butyraldehyde, benzaldehyde, naphthaldehyde and cyclohexanone. Specification 757,773 is referred to.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US74272558A | 1958-06-18 | 1958-06-18 | |
US81531559A | 1959-05-25 | 1959-05-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB923734A true GB923734A (en) | 1963-04-18 |
Family
ID=27114037
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2057159A Expired GB923734A (en) | 1958-06-18 | 1959-06-16 | Improvements relating to substituted pyrazoles |
Country Status (3)
Country | Link |
---|---|
AT (1) | AT223615B (en) |
FR (1) | FR1233188A (en) |
GB (1) | GB923734A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5236938A (en) * | 1991-04-30 | 1993-08-17 | Rhone-Poulenc Inc. | Pesticidal 1-aryl-5-(substituted alkylideneimino)pyrazoles |
US5360910A (en) * | 1991-04-30 | 1994-11-01 | Rhone-Poulenc Ag Company | Pesticidal 1-aryl-5-(substituted alkylideneimino)pyrazoles |
-
1959
- 1959-06-12 AT AT435059A patent/AT223615B/en active
- 1959-06-16 GB GB2057159A patent/GB923734A/en not_active Expired
- 1959-06-18 FR FR797919A patent/FR1233188A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5236938A (en) * | 1991-04-30 | 1993-08-17 | Rhone-Poulenc Inc. | Pesticidal 1-aryl-5-(substituted alkylideneimino)pyrazoles |
US5360910A (en) * | 1991-04-30 | 1994-11-01 | Rhone-Poulenc Ag Company | Pesticidal 1-aryl-5-(substituted alkylideneimino)pyrazoles |
Also Published As
Publication number | Publication date |
---|---|
AT223615B (en) | 1962-10-10 |
FR1233188A (en) | 1960-10-12 |
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