GB1416434A - Manufacture of pyrimidines - Google Patents
Manufacture of pyrimidinesInfo
- Publication number
- GB1416434A GB1416434A GB835972A GB835972A GB1416434A GB 1416434 A GB1416434 A GB 1416434A GB 835972 A GB835972 A GB 835972A GB 835972 A GB835972 A GB 835972A GB 1416434 A GB1416434 A GB 1416434A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkylguanidine
- ester
- pyrimidines
- alkyl group
- alkyl
- 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
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
1416434 2 - Alkylamino - 4 - hydroxypyrimidines IMPERIAL CHEMICAL INDUSTRIES Ltd 14 Feb 1973 [23 Feb 1972] 8359/72 Heading C2C Pyrimidines of formula wherein R is H or an optionally substituted alkyl or aryl group, R<SP>1</SP> is H or an alkyl group, R<SP>11</SP> is an alkyl group and R<SP>111</SP> is H or an alkyl group are obtained by adding an N-alkyl- or N,N-dialkyl-guanidine to an ester (e.g. methyl or ethyl) of an acylacetic acid of formula at 80-170‹ C. in a solvent which is an inert hydrocarbon or inert halogenated hydrocarbon (e.g. xylene or monochlorobenzene) in such conditions that any water or alcohol formed is rapidly removed by distillation. The molar ratio of alkylguanidine to acylacetic ester is preferably between 0À8 : 1 and 1À2 : 1 and the alkylguanidine is conveniently added to the ester as a solution or suspension obtained from an alkylguanidine salt and an alkali metal alkoxide or hydroxide in a C 1-6 alcohol or water or mixtures of these. The pyrimidines find use as fungicides and the examples describe the preparation of 5-nbutyl - 2 - ethylamino - 4 - hydroxy - 6 - methylpyrimidine.
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE795898D BE795898A (en) | 1972-02-23 | PREPARATION OF PPYRIMIDINES | |
GB835972A GB1416434A (en) | 1972-02-23 | 1972-02-23 | Manufacture of pyrimidines |
ZA731152A ZA731152B (en) | 1972-02-23 | 1973-02-19 | Manufacture of pyrimidines |
AU52426/73A AU5242673A (en) | 1972-02-23 | 1973-02-21 | Manufacture of pyrimidines |
NL7302482A NL7302482A (en) | 1972-02-23 | 1973-02-22 | |
FR7306297A FR2173181B3 (en) | 1972-02-23 | 1973-02-22 | |
DD169656A DD104528A5 (en) | 1972-02-23 | 1973-02-23 | |
AU62483/73A AU476384B2 (en) | 1972-02-23 | 1973-11-14 | Mgh energy forming |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB835972A GB1416434A (en) | 1972-02-23 | 1972-02-23 | Manufacture of pyrimidines |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1416434A true GB1416434A (en) | 1975-12-03 |
Family
ID=9851021
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB835972A Expired GB1416434A (en) | 1972-02-23 | 1972-02-23 | Manufacture of pyrimidines |
Country Status (7)
Country | Link |
---|---|
AU (1) | AU5242673A (en) |
BE (1) | BE795898A (en) |
DD (1) | DD104528A5 (en) |
FR (1) | FR2173181B3 (en) |
GB (1) | GB1416434A (en) |
NL (1) | NL7302482A (en) |
ZA (1) | ZA731152B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102174023A (en) * | 2011-03-04 | 2011-09-07 | 湖南化工研究院 | Preparation method of hydroxyl pyridine compound |
CN115403527A (en) * | 2022-07-20 | 2022-11-29 | 西安近代化学研究所 | Method for synthesizing bactericide ethirimol by reductive amination method |
-
0
- BE BE795898D patent/BE795898A/en unknown
-
1972
- 1972-02-23 GB GB835972A patent/GB1416434A/en not_active Expired
-
1973
- 1973-02-19 ZA ZA731152A patent/ZA731152B/en unknown
- 1973-02-21 AU AU52426/73A patent/AU5242673A/en not_active Expired
- 1973-02-22 FR FR7306297A patent/FR2173181B3/fr not_active Expired
- 1973-02-22 NL NL7302482A patent/NL7302482A/xx unknown
- 1973-02-23 DD DD169656A patent/DD104528A5/xx unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102174023A (en) * | 2011-03-04 | 2011-09-07 | 湖南化工研究院 | Preparation method of hydroxyl pyridine compound |
CN115403527A (en) * | 2022-07-20 | 2022-11-29 | 西安近代化学研究所 | Method for synthesizing bactericide ethirimol by reductive amination method |
CN115403527B (en) * | 2022-07-20 | 2024-03-29 | 西安近代化学研究所 | Method for synthesizing bactericide ethirimol by reductive amination method |
Also Published As
Publication number | Publication date |
---|---|
DD104528A5 (en) | 1974-03-12 |
FR2173181A1 (en) | 1973-10-05 |
BE795898A (en) | 1973-08-23 |
FR2173181B3 (en) | 1976-02-13 |
NL7302482A (en) | 1973-08-27 |
ZA731152B (en) | 1973-11-28 |
AU5242673A (en) | 1974-08-22 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |