JPS594423B2 - ニヨウソユウドウタイノセイホウ - Google Patents
ニヨウソユウドウタイノセイホウInfo
- Publication number
- JPS594423B2 JPS594423B2 JP50146470A JP14647075A JPS594423B2 JP S594423 B2 JPS594423 B2 JP S594423B2 JP 50146470 A JP50146470 A JP 50146470A JP 14647075 A JP14647075 A JP 14647075A JP S594423 B2 JPS594423 B2 JP S594423B2
- Authority
- JP
- Japan
- Prior art keywords
- tainoseihou
- nyoso
- yudo
- tables
- formulas
- 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
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 150000003672 ureas Chemical class 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 3
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 2
- NFKJHAPTDLJRDP-UHFFFAOYSA-N 1,1'-biphenyl;urea Chemical compound NC(N)=O.C1=CC=CC=C1C1=CC=CC=C1 NFKJHAPTDLJRDP-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 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
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/30—Oxygen or sulfur atoms
- C07D233/32—One oxygen atom
- C07D233/34—Ethylene-urea
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
- C07C273/1809—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety
-
- 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
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/30—Oxygen or sulfur atoms
- C07D233/32—One oxygen atom
-
- 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
- C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
- C07D239/10—Oxygen or sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
【発明の詳細な説明】
本発明は、一般式
ＲＲ′Ｎ−Ｃ００Ｍｅ
または
３０／
／ ＮｃｏｏＭｅ
（ＣＨ２）ｎ
＼／Ｃ００Ｍｅ
＼
（式中Ｍｅはアルカリ金属またはアルカリ土類金属であ
り、Ｒ．Ｒ′およびｎは後記の意義である）を有するカ
ルバミン酸塩を熱分解することにより、一般式または （式中ｎは２、３または４、ＲおよびＲ′は水素または
、置換または未置換の、飽和または不飽和のアルキル基
、アリール基、シクロアルキル基、アラルキル基または
アルカリール基である）を有する尿素誘導体を製造する
方法に係わる。
り、Ｒ．Ｒ′およびｎは後記の意義である）を有するカ
ルバミン酸塩を熱分解することにより、一般式または （式中ｎは２、３または４、ＲおよびＲ′は水素または
、置換または未置換の、飽和または不飽和のアルキル基
、アリール基、シクロアルキル基、アラルキル基または
アルカリール基である）を有する尿素誘導体を製造する
方法に係わる。
特に、本発明は、一般式または
（式中、Ｒは水素であり、Ｒ′はフエニル基であり、ビ
は低級アルキル基であり、ｎは２、３または４である）
を有する尿素誘導体の製法に係わる。
は低級アルキル基であり、ｎは２、３または４である）
を有する尿素誘導体の製法に係わる。
本発明の方法で使用される原料のカルバミン酸塩は同一
出願人に係る他の出願（特開昭５１−８２２２４号）に
記載された方法に従つて調製される。この方法によれば
、カルバミン酸塩は、相当するアミン（ＲＲ′ＮＨ）を
二酸化炭素および金属化合物（ＭｅＸｎ）と反応させる
ことにより調製される。本発明による熱分解は、温度１
５０℃ないし４００℃、常圧、好ましくは大気圧よりや
や低い圧力において次式に従つて進行する。
出願人に係る他の出願（特開昭５１−８２２２４号）に
記載された方法に従つて調製される。この方法によれば
、カルバミン酸塩は、相当するアミン（ＲＲ′ＮＨ）を
二酸化炭素および金属化合物（ＭｅＸｎ）と反応させる
ことにより調製される。本発明による熱分解は、温度１
５０℃ないし４００℃、常圧、好ましくは大気圧よりや
や低い圧力において次式に従つて進行する。
上記条件下で尿素は蒸留されまたは昇華する。
実施例 １パイプを具備する試験管にＣ６Ｈ５ＮＨ−Ｃ
ＯＯＬｉ２Ｏｙを導入し、これを電気炉に入れ、圧力を
２０ｍ７１ＬＨｇ（絶体圧力）とした。
ＯＯＬｉ２Ｏｙを導入し、これを電気炉に入れ、圧力を
２０ｍ７１ＬＨｇ（絶体圧力）とした。
炉を３００゜Ｃに加熱したところ、試験管の壁にビフエ
ニル尿素１４１が昇華析出し、残渣はＬｉ２ＣＯ３６Ｖ
であつた。
ニル尿素１４１が昇華析出し、残渣はＬｉ２ＣＯ３６Ｖ
であつた。
実施例 ２
上記と同様に３５０℃において
２０７を反応させた。
Claims (1)
- 【特許請求の範囲】 １ 一般式 ▲数式、化学式、表等があります▼ または ▲数式、化学式、表等があります▼ （式中、Ｒは水素であり、Ｒ′はフェニル基であり、Ｒ
″は低級アルキル基であり、ｎは２、３または４である
）を有する尿素誘導体の製法において、一般式ＲＲ′Ｎ
−ＣＯＯＭｅ または ▲数式、化学式、表等があります▼ （式中、Ｍｅはアルカリ金属またはアルカリ土類金属で
あり、ｎおよびＲ、Ｒ′およびＲ″は前記と同意義であ
る）を有するカルバミン酸塩を熱分解することを特徴と
する、尿素誘導体の製法。
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT30341/74A IT1026907B (it) | 1974-12-10 | 1974-12-10 | Procedimento per la sintesi di uree |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5182225A JPS5182225A (ja) | 1976-07-19 |
| JPS594423B2 true JPS594423B2 (ja) | 1984-01-30 |
Family
ID=11229569
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50146470A Expired JPS594423B2 (ja) | 1974-12-10 | 1975-12-10 | ニヨウソユウドウタイノセイホウ |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4063021A (ja) |
| JP (1) | JPS594423B2 (ja) |
| AT (1) | AT349487B (ja) |
| BE (1) | BE836387A (ja) |
| CA (1) | CA1058174A (ja) |
| CH (1) | CH624097A5 (ja) |
| DE (1) | DE2555582A1 (ja) |
| DK (1) | DK557075A (ja) |
| ES (1) | ES443591A1 (ja) |
| FR (1) | FR2294169A1 (ja) |
| GB (1) | GB1499180A (ja) |
| IE (1) | IE42456B1 (ja) |
| IT (1) | IT1026907B (ja) |
| LU (1) | LU73953A1 (ja) |
| NL (1) | NL172951C (ja) |
| NO (1) | NO754162L (ja) |
| SE (1) | SE431203B (ja) |
| SU (1) | SU900804A3 (ja) |
| ZA (1) | ZA757617B (ja) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0333420U (ja) * | 1989-08-10 | 1991-04-02 |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57139069A (en) * | 1981-02-20 | 1982-08-27 | Nippon Tokushu Noyaku Seizo Kk | Substituted tetrahydropyrimidinone derivative, its preparation and herbicide |
| US4405794A (en) * | 1981-12-18 | 1983-09-20 | The Dow Chemical Company | Preparation of 2-oxazolidinone and ethyleneurea |
| JPS58140078A (ja) * | 1982-02-16 | 1983-08-19 | Nippon Tokushu Noyaku Seizo Kk | メチル置換テトラヒドロ−２−ピリミジノン誘導体、その製法、その中間体及び該中間体の製法、並びに除草剤 |
| DE19743760A1 (de) * | 1997-10-02 | 1999-04-08 | Basf Ag | Verfahren zur Herstellung von cyclischen Harnstoffderivaten |
| DE29820895U1 (de) | 1998-11-23 | 1999-02-18 | ECS Eich Maschinenbau GmbH, 35745 Herborn | Mobiles Wasserreinigungsgerät |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2276696A (en) * | 1939-10-06 | 1942-03-17 | Sharples Chemicals Inc | Manufacture of homologues of urea |
| US3053891A (en) * | 1959-05-05 | 1962-09-11 | Chemical Construction Corp | Process for production of urea |
| US3923833A (en) * | 1968-05-01 | 1975-12-02 | Hoffmann La Roche | N-{8 (1-cyano-2-phenyl)ethyl{9 carbamates |
-
1974
- 1974-12-10 IT IT30341/74A patent/IT1026907B/it active
-
1975
- 1975-12-04 CA CA241,089A patent/CA1058174A/en not_active Expired
- 1975-12-04 ZA ZA757617A patent/ZA757617B/xx unknown
- 1975-12-08 GB GB50307/75A patent/GB1499180A/en not_active Expired
- 1975-12-08 BE BE162536A patent/BE836387A/xx not_active IP Right Cessation
- 1975-12-08 LU LU73953A patent/LU73953A1/xx unknown
- 1975-12-08 FR FR7537465A patent/FR2294169A1/fr active Granted
- 1975-12-08 CH CH1594575A patent/CH624097A5/it not_active IP Right Cessation
- 1975-12-09 ES ES443591A patent/ES443591A1/es not_active Expired
- 1975-12-09 NL NLAANVRAGE7514362,A patent/NL172951C/xx not_active IP Right Cessation
- 1975-12-09 NO NO754162A patent/NO754162L/no unknown
- 1975-12-09 SE SE7513879A patent/SE431203B/xx unknown
- 1975-12-09 AT AT933175A patent/AT349487B/de not_active IP Right Cessation
- 1975-12-09 DK DK557075A patent/DK557075A/da not_active Application Discontinuation
- 1975-12-10 US US05/639,441 patent/US4063021A/en not_active Expired - Lifetime
- 1975-12-10 DE DE19752555582 patent/DE2555582A1/de active Pending
- 1975-12-10 SU SU752197703A patent/SU900804A3/ru active
- 1975-12-10 IE IE2693/75A patent/IE42456B1/en unknown
- 1975-12-10 JP JP50146470A patent/JPS594423B2/ja not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0333420U (ja) * | 1989-08-10 | 1991-04-02 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2555582A1 (de) | 1976-06-16 |
| FR2294169A1 (fr) | 1976-07-09 |
| IT1026907B (it) | 1978-10-20 |
| IE42456L (en) | 1976-06-10 |
| NL172951B (nl) | 1983-06-16 |
| CH624097A5 (ja) | 1981-07-15 |
| ATA933175A (de) | 1978-09-15 |
| NL7514362A (nl) | 1976-06-14 |
| AT349487B (de) | 1979-04-10 |
| NO754162L (ja) | 1976-06-11 |
| ZA757617B (en) | 1976-11-24 |
| NL172951C (nl) | 1983-11-16 |
| BE836387A (fr) | 1976-06-08 |
| ES443591A1 (es) | 1977-05-01 |
| LU73953A1 (ja) | 1976-07-01 |
| JPS5182225A (ja) | 1976-07-19 |
| GB1499180A (en) | 1978-01-25 |
| SE431203B (sv) | 1984-01-23 |
| IE42456B1 (en) | 1980-08-13 |
| CA1058174A (en) | 1979-07-10 |
| US4063021A (en) | 1977-12-13 |
| SE7513879L (sv) | 1976-06-11 |
| SU900804A3 (ru) | 1982-01-23 |
| DK557075A (da) | 1976-06-11 |
| FR2294169B1 (ja) | 1982-05-28 |
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