DE170657C - - Google Patents
Info
- Publication number
- DE170657C DE170657C DE1904170657D DE170657DA DE170657C DE 170657 C DE170657 C DE 170657C DE 1904170657 D DE1904170657 D DE 1904170657D DE 170657D A DE170657D A DE 170657DA DE 170657 C DE170657 C DE 170657C
- Authority
- DE
- Germany
- Prior art keywords
- parts
- sodium
- amino
- acylureas
- urea
- 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 - Lifetime
Links
- 235000013877 carbamide Nutrition 0.000 claims description 7
- 150000007945 N-acyl ureas Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004202 carbamide Substances 0.000 claims description 3
- 238000003776 cleavage reaction Methods 0.000 claims description 3
- -1 cyclic ureas Chemical class 0.000 claims description 3
- 230000007017 scission Effects 0.000 claims description 3
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 150000003230 pyrimidines Chemical class 0.000 claims 1
- 238000006798 ring closing metathesis reaction Methods 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- ZIUSEGSNTOUIPT-UHFFFAOYSA-N ethyl 2-cyanoacetate Chemical compound CCOC(=O)CC#N ZIUSEGSNTOUIPT-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 230000001476 alcoholic effect Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- GKRZNOGGALENQJ-UHFFFAOYSA-N n-carbamoylacetamide Chemical compound CC(=O)NC(N)=O GKRZNOGGALENQJ-UHFFFAOYSA-N 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- CDKVCJGOPOBLDY-UHFFFAOYSA-N (3-oxo-3-phenylpropyl)urea Chemical compound C(C1=CC=CC=C1)(=O)CCNC(=O)N CDKVCJGOPOBLDY-UHFFFAOYSA-N 0.000 description 1
- MLIREBYILWEBDM-UHFFFAOYSA-M 2-cyanoacetate Chemical compound [O-]C(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-M 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- MLIREBYILWEBDM-UHFFFAOYSA-N cyanoacetic acid Chemical class OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- XRVHSOXXNQTWAW-UHFFFAOYSA-N n-(methylcarbamoyl)acetamide Chemical compound CNC(=O)NC(C)=O XRVHSOXXNQTWAW-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
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
- C07D239/52—Two oxygen atoms
- C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
- C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Liquid Crystal Substances (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT30102D AT30102B (de) | 1903-11-12 | 1906-05-05 | Verfahren zur Darstellung zyklischer Harnstoffe (Pyrimidine). |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE165561T | 1903-11-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE170657C true DE170657C (en, 2012) |
Family
ID=43432248
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1903165561D Expired DE165561C (en, 2012) | 1903-11-12 | 1903-11-12 | |
| DE1903165562D Expired - Lifetime DE165562C (en, 2012) | 1903-11-12 | 1903-11-14 | |
| DE1904170657D Expired - Lifetime DE170657C (en, 2012) | 1903-11-12 | 1904-01-28 | |
| DE1904170555D Expired - Lifetime DE170555C (en, 2012) | 1903-11-12 | 1904-01-28 |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1903165561D Expired DE165561C (en, 2012) | 1903-11-12 | 1903-11-12 | |
| DE1903165562D Expired - Lifetime DE165562C (en, 2012) | 1903-11-12 | 1903-11-14 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1904170555D Expired - Lifetime DE170555C (en, 2012) | 1903-11-12 | 1904-01-28 |
Country Status (2)
| Country | Link |
|---|---|
| DE (4) | DE165561C (en, 2012) |
| FR (4) | FR349353A (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1130812B (de) * | 1960-06-24 | 1962-06-07 | Dresden Arzneimittel | Verfahren zur Herstellung von 4-Aminouracilderivaten |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE752285C (de) * | 1942-04-29 | 1953-07-13 | Henning Laokoon Chem Pharm Wer | Verfahren zur Herstellung von 1, 3-Dimethyl-4-imino-2, 6-dioxohexahydropyrimidin |
-
0
- FR FR4153A patent/FR4153E/fr not_active Expired
-
1903
- 1903-11-12 DE DE1903165561D patent/DE165561C/de not_active Expired
- 1903-11-14 DE DE1903165562D patent/DE165562C/de not_active Expired - Lifetime
-
1904
- 1904-01-28 DE DE1904170657D patent/DE170657C/de not_active Expired - Lifetime
- 1904-01-28 DE DE1904170555D patent/DE170555C/de not_active Expired - Lifetime
- 1904-11-08 FR FR349353A patent/FR349353A/fr not_active Expired
- 1904-11-08 FR FR4154A patent/FR4154E/fr not_active Expired
- 1904-11-08 FR FR4155A patent/FR4155E/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1130812B (de) * | 1960-06-24 | 1962-06-07 | Dresden Arzneimittel | Verfahren zur Herstellung von 4-Aminouracilderivaten |
Also Published As
| Publication number | Publication date |
|---|---|
| DE170555C (en, 2012) | |
| FR349353A (fr) | 1905-05-26 |
| FR4153E (fr) | 1905-06-05 |
| FR4154E (fr) | 1905-06-05 |
| DE165562C (en, 2012) | |
| FR4155E (fr) | 1905-06-05 |
| DE165561C (en, 2012) | 1905-11-18 |
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