IE43549L - Process for the preparation of hydantoin derivatives - Google Patents
Process for the preparation of hydantoin derivativesInfo
- Publication number
- IE43549L IE43549L IE200776A IE200776A IE43549L IE 43549 L IE43549 L IE 43549L IE 200776 A IE200776 A IE 200776A IE 200776 A IE200776 A IE 200776A IE 43549 L IE43549 L IE 43549L
- Authority
- IE
- Ireland
- Prior art keywords
- dichlorophenyl
- preparation
- isopropylhydantoin
- carbamoyl
- sept
- Prior art date
Links
- 150000001469 hydantoins Chemical class 0.000 title abstract 2
- 229940053195 antiepileptics hydantoin derivative Drugs 0.000 title 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- XEFUJGURFLOFAN-UHFFFAOYSA-N 1,3-dichloro-5-isocyanatobenzene Chemical compound ClC1=CC(Cl)=CC(N=C=O)=C1 XEFUJGURFLOFAN-UHFFFAOYSA-N 0.000 abstract 1
- JZQUNHVVWROPDZ-UHFFFAOYSA-N 2-(propan-2-ylcarbamoylamino)acetic acid Chemical compound CC(C)NC(=O)NCC(O)=O JZQUNHVVWROPDZ-UHFFFAOYSA-N 0.000 abstract 1
- UEDJUPKFFDUWHX-UHFFFAOYSA-N 2-[(3,5-dichlorophenyl)carbamoyl-(propan-2-ylcarbamoyl)amino]acetic acid Chemical compound CC(C)NC(=O)N(CC(O)=O)C(=O)NC1=CC(Cl)=CC(Cl)=C1 UEDJUPKFFDUWHX-UHFFFAOYSA-N 0.000 abstract 1
- GSLTVFIVJMCNBH-UHFFFAOYSA-N 2-isocyanatopropane Chemical compound CC(C)N=C=O GSLTVFIVJMCNBH-UHFFFAOYSA-N 0.000 abstract 1
- -1 3,5 - dichlorophenyl Chemical group 0.000 abstract 1
- MFLCXPQUDHYJLC-UHFFFAOYSA-N 3-(3,5-dichlorophenyl)-2,5-dioxo-1-propan-2-ylimidazolidine-4-carboxamide Chemical compound O=C1N(C(C)C)C(=O)C(C(N)=O)N1C1=CC(Cl)=CC(Cl)=C1 MFLCXPQUDHYJLC-UHFFFAOYSA-N 0.000 abstract 1
- AWUINPKCHSKCIS-UHFFFAOYSA-N 3-propan-2-ylimidazolidine-2,4-dione Chemical compound CC(C)N1C(=O)CNC1=O AWUINPKCHSKCIS-UHFFFAOYSA-N 0.000 abstract 1
- 239000004471 Glycine Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000007524 organic acids Chemical class 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
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/80—Two oxygen atoms, e.g. hydantoin with hetero atoms or acyl radicals directly attached to ring nitrogen atoms
-
- 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
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/74—Two oxygen atoms, e.g. hydantoin with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to other ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
1504840 1 - Carbamoyl - 3 - (3,5 - dichlorophenyl)hydantoins PHILAGRO 8 Sept 1976 11 Sept 1975] 37227/76 Heading C2C Compounds (I) where R is C 1-4 alkyl or C 2-4 alkenyl are made by cyclizing compounds (III), suitably at up to 100‹ C. with an organic acid anhydride. 2 - [3 - (3,5 - Dichlorophenyl) - 1 - isopropylcarbamoylureido]acetic acid is made by reacting glycine with isopropyl isocyanate, cyclizing the resulting 2-(3-isopropylureido)acetic acid, reacting the formed 3-isopropylhydantoin with 3,5 - dichlorophenyl isocyanate and treating the resulting 1 - (3,5 - dichlorophenyl)carbamoyl- 3-isopropylhydantoin with NaOH.
[GB1504840A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7527883A FR2323688A1 (en) | 1975-09-11 | 1975-09-11 | NEW PROCESS FOR THE PREPARATION OF CARBAMOYL-1 (DICHLORO-3,5 PHENYL) -3 HYDANTOINS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE43549L true IE43549L (en) | 1977-03-11 |
| IE43549B1 IE43549B1 (en) | 1981-03-25 |
Family
ID=9159861
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE200776A IE43549B1 (en) | 1975-09-11 | 1976-09-08 | New process for the preparation of hydantoin derivatives |
Country Status (8)
| Country | Link |
|---|---|
| BR (1) | BR7605842A (en) |
| CA (1) | CA1068284A (en) |
| CH (1) | CH615921A5 (en) |
| DD (1) | DD126533A5 (en) |
| FR (1) | FR2323688A1 (en) |
| GB (1) | GB1504840A (en) |
| IE (1) | IE43549B1 (en) |
| SU (1) | SU660593A3 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2483414A1 (en) * | 1980-05-29 | 1981-12-04 | Rhone Poulenc Agrochimie | Prepn. of 1-carbamoyl di:chlorophenyl hydantoin fungicide(s) - by reaction of a 1-unsubstituted hydantoin with phosgene and an amine |
| ATE8625T1 (en) * | 1980-05-29 | 1984-08-15 | Rhone-Poulenc Agrochimie | PROCESS FOR THE PREPARATION OF 1-CARBAMOYL-3-(3,5-DICHLORPHENYL) HYDANTOIN AND 1-CHLOROCARBONYL-3(3,5-DICHLORPHENYL) HYDANTOIN AS AN INTERMEDIATE IN THIS PROCESS. |
| FR2494268A1 (en) * | 1980-11-20 | 1982-05-21 | Rhone Poulenc Agrochimie | 1-Carbamoyl 3-3,5-di:chlorophenyl hydantoin prepn. - by reaction of phosgene and 3-di:chloro:phenyl-hydantoin to form 1-chloro-carbonyl cpd. which is reacted with amine |
| US5151524A (en) * | 1989-07-19 | 1992-09-29 | Otsuka Kagaku Kabushiki Kaisha | Process for preparing imidazolidine-2,5-dione derivative |
-
1975
- 1975-09-11 FR FR7527883A patent/FR2323688A1/en active Granted
-
1976
- 1976-08-31 SU SU762392410A patent/SU660593A3/en active
- 1976-09-03 BR BR7605842A patent/BR7605842A/en unknown
- 1976-09-08 GB GB3722776A patent/GB1504840A/en not_active Expired
- 1976-09-08 CA CA260,695A patent/CA1068284A/en not_active Expired
- 1976-09-08 IE IE200776A patent/IE43549B1/en not_active IP Right Cessation
- 1976-09-10 DD DD19473776A patent/DD126533A5/xx unknown
- 1976-09-10 CH CH1153676A patent/CH615921A5/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DD126533A5 (en) | 1977-07-20 |
| SU660593A3 (en) | 1979-04-30 |
| FR2323688A1 (en) | 1977-04-08 |
| CH615921A5 (en) | 1980-02-29 |
| CA1068284A (en) | 1979-12-18 |
| IE43549B1 (en) | 1981-03-25 |
| BR7605842A (en) | 1977-08-16 |
| FR2323688B1 (en) | 1979-03-23 |
| GB1504840A (en) | 1978-03-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK9A | Patent expired |