AT72298B - Process for the preparation of ureas of the naphthalene series. - Google Patents
Process for the preparation of ureas of the naphthalene series.Info
- Publication number
- AT72298B AT72298B AT72298DA AT72298B AT 72298 B AT72298 B AT 72298B AT 72298D A AT72298D A AT 72298DA AT 72298 B AT72298 B AT 72298B
- Authority
- AT
- Austria
- Prior art keywords
- ureas
- preparation
- naphthalene series
- radicals
- modification
- Prior art date
Links
- 235000013877 carbamide Nutrition 0.000 title claims description 8
- 150000003672 ureas Chemical class 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- 150000002790 naphthalenes Chemical class 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 5
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- -1 8-aminonaphthol sulfonic acids Chemical class 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims 3
- 238000012986 modification Methods 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- HDEJNKJOYFWBCW-UHFFFAOYSA-N 2-nitro-2-phenylacetyl chloride Chemical compound [O-][N+](=O)C(C(Cl)=O)C1=CC=CC=C1 HDEJNKJOYFWBCW-UHFFFAOYSA-N 0.000 description 1
- JSBQMQFABBMNSV-UHFFFAOYSA-N 4-aminonaphthalene-1,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=C2C(N)=CC=C(S(O)(=O)=O)C2=C1 JSBQMQFABBMNSV-UHFFFAOYSA-N 0.000 description 1
- JXRGUPLJCCDGKG-UHFFFAOYSA-N 4-nitrobenzenesulfonyl chloride Chemical compound [O-][N+](=O)C1=CC=C(S(Cl)(=O)=O)C=C1 JXRGUPLJCCDGKG-UHFFFAOYSA-N 0.000 description 1
- 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 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
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EMI4.1
Sie stellt als neutralen Natrium. all im getrockneten Zustand ein in Wasser lösliches gelbliche.
Pulver dar.
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(erhalten durch zweimalige Einführung dos Amonanisoylrestes in die 1-Naphtylamin- -4.6-disulfosäure) werden zum neutralen Salze gelöst, 50 Teile Soda kalziniert zugefügt und dann in genau derselben Weise, wie in Beispiel 7 angegeben, durch Einleiten von Phosgen der Harnstoff dargestellt. Die Reaktion ist beendet, wenn eine Probe kein Nitrit mehr aufnimmt. Durch Lösen in Soda und Wiederaussalzen wird das Natriumsalz des Harnstoffes als weisser Niederschlag erhalten.
EMI4.8
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halogenide, wie p-Nitrobenzolaulfochlorid, o- Nitroanisol-p-sulfochlorid, Nitrophenylessigsäure- chlorid oder ihre Homologen und Substitutionsprodukte, so gelangt man zu Harnstoffen von ganz ähnlichen Eigenschaften.
PATENTANSPRüCHE :
1. Verfahren zur Darstellung von Harnstoffen der Naphtalinreihe, darin bestehend, dass man solche 1. 8-Aminonaphtolsulfosäuren, die in der Aminogruppe ein oder mehrere Male durch den Aminobenzoylrest oder dessen Derivate substituiert sind, mit Phosgen behandelt.
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EMI4.1
It represents as neutral sodium. all in the dried state a yellowish one which is soluble in water.
Powder.
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(obtained by introducing the Amonanisoylrestes twice into the 1-naphthylamine-4,6-disulfonic acid) are dissolved to the neutral salts, 50 parts of calcined soda are added and the urea is then prepared in exactly the same way as indicated in Example 7 by introducing phosgene. The reaction is over when a sample no longer absorbs nitrite. The sodium salt of urea is obtained as a white precipitate by dissolving in soda and salting out again.
EMI4.8
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Halides such as p-nitrobenzenesulfonyl chloride, o-nitroanisole-p-sulfochloride, nitrophenyl acetic acid chloride or their homologues and substitution products lead to ureas with very similar properties.
PATENT CLAIMS:
1. A process for the preparation of ureas of the naphthalene series, consisting in treating those 1,8-aminonaphthol sulfonic acids which are substituted one or more times in the amino group by the aminobenzoyl radical or its derivatives with phosgene.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE72298X | 1913-06-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT72298B true AT72298B (en) | 1916-08-25 |
Family
ID=30124281
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT72298D AT72298B (en) | 1913-06-21 | 1914-03-21 | Process for the preparation of ureas of the naphthalene series. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT72298B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0138303A1 (en) * | 1983-08-19 | 1985-04-24 | Imperial Chemical Industries Plc | Naphthalene sulphonic acids |
-
1914
- 1914-03-21 AT AT72298D patent/AT72298B/en active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0138303A1 (en) * | 1983-08-19 | 1985-04-24 | Imperial Chemical Industries Plc | Naphthalene sulphonic acids |
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