GB1417363A - Process for the production of 4,5-imidazoledicarboxyamide - Google Patents
Process for the production of 4,5-imidazoledicarboxyamideInfo
- Publication number
- GB1417363A GB1417363A GB1252274A GB1252274A GB1417363A GB 1417363 A GB1417363 A GB 1417363A GB 1252274 A GB1252274 A GB 1252274A GB 1252274 A GB1252274 A GB 1252274A GB 1417363 A GB1417363 A GB 1417363A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diaminomaleonitrile
- reacting
- hours
- monoformyl
- dicarboxamide
- 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
- ZQTCEUFUGBKGQZ-UHFFFAOYSA-N 2-[4-(2-amino-2-oxoethyl)-1h-imidazol-5-yl]acetamide Chemical compound NC(=O)CC=1N=CNC=1CC(N)=O ZQTCEUFUGBKGQZ-UHFFFAOYSA-N 0.000 title 1
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 4
- DPZSNGJNFHWQDC-ARJAWSKDSA-N (z)-2,3-diaminobut-2-enedinitrile Chemical compound N#CC(/N)=C(/N)C#N DPZSNGJNFHWQDC-ARJAWSKDSA-N 0.000 abstract 2
- NNWAARLSYSBVPB-UHFFFAOYSA-N 1h-imidazole-4,5-dicarboxamide Chemical compound NC(=O)C=1N=CNC=1C(N)=O NNWAARLSYSBVPB-UHFFFAOYSA-N 0.000 abstract 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 2
- 235000019253 formic acid Nutrition 0.000 abstract 2
- WLJRXWKOEDTVIV-PLNGDYQASA-N n-[(z)-2-amino-1,2-dicyanoethenyl]formamide Chemical compound N#CC(/N)=C(C#N)/NC=O WLJRXWKOEDTVIV-PLNGDYQASA-N 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 238000009835 boiling Methods 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- DVQHRBFGRZHMSR-UHFFFAOYSA-N sodium methyl 2,2-dimethyl-4,6-dioxo-5-(N-prop-2-enoxy-C-propylcarbonimidoyl)cyclohexane-1-carboxylate Chemical compound [Na+].C=CCON=C(CCC)[C-]1C(=O)CC(C)(C)C(C(=O)OC)C1=O DVQHRBFGRZHMSR-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1417363 Imidazole - 4,5 - dicarboxamide NIPPON SODA CO Ltd 21 March 1974 [29 March 1973 4 April 1973] 12522/74 Heading C2C Imidazole-4,5-dicarboxamide is obtained (a) by reacting diaminomaleonitrile with aqueous formic acid of concentration 20-95% by weight, the mole ratio of formic acid to diaminomaleonitrile being at least 2 : 1 (e.g. 5 : 1 to 15 : 1), or (b) by reacting monoformyl diaminomaleonitrile with concentrated H 2 SO 4 and then mixing the resulting reaction mixture with water under cooling. Variant (a) is preferably effected at from 70‹ C. to the boiling point of the reaction solution for 1 to 30 hours and variant (b) is preferably carried out by reacting the c. H 2 SO 4 and monoformyl diaminomaleonitrile at - 5‹ to 0‹ C. for 5 to 6 hours and then allowing the reaction mixture to stand for 8 to 15 hours at 20‹ to 25‹ C. before mixing with the water.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP48035057A JPS49124064A (en) | 1973-03-29 | 1973-03-29 | |
| JP48038379A JPS49125363A (en) | 1973-04-04 | 1973-04-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1417363A true GB1417363A (en) | 1975-12-10 |
Family
ID=26373963
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1252274A Expired GB1417363A (en) | 1973-03-29 | 1974-03-21 | Process for the production of 4,5-imidazoledicarboxyamide |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE2415081A1 (en) |
| FR (1) | FR2223366A1 (en) |
| GB (1) | GB1417363A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1207229B (en) * | 1978-08-25 | 1989-05-17 | May & Baker Ltd | IMMIDAZOLIC DERIVATIVES PARTICULARLY USEFUL AS HERBICIDES |
-
1974
- 1974-03-21 GB GB1252274A patent/GB1417363A/en not_active Expired
- 1974-03-27 FR FR7410578A patent/FR2223366A1/fr not_active Withdrawn
- 1974-03-28 DE DE19742415081 patent/DE2415081A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE2415081A1 (en) | 1974-10-10 |
| FR2223366A1 (en) | 1974-10-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CSNS | Application of which complete specification have been accepted and published, but patent is not sealed |