DE1068263B - - Google Patents
Info
- Publication number
- DE1068263B DE1068263B DENDAT1068263D DE1068263DA DE1068263B DE 1068263 B DE1068263 B DE 1068263B DE NDAT1068263 D DENDAT1068263 D DE NDAT1068263D DE 1068263D A DE1068263D A DE 1068263DA DE 1068263 B DE1068263 B DE 1068263B
- Authority
- DE
- Germany
- Prior art keywords
- phthalimide
- theory
- dioxo
- substituted
- ring
- 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.)
- Pending
Links
- 229940042795 Hydrazides for tuberculosis treatment Drugs 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 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
- 239000000047 product Substances 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 4
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine hydrate Chemical compound O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims 2
- 238000002844 melting Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- MZVIAOIHWLOXPX-UHFFFAOYSA-N (1,3-dioxoisoindol-2-yl) methanesulfonate Chemical compound C1=CC=C2C(=O)N(OS(=O)(=O)C)C(=O)C2=C1 MZVIAOIHWLOXPX-UHFFFAOYSA-N 0.000 claims 1
- RUFKSEQHBMERLB-UHFFFAOYSA-N (1,3-dioxoisoindol-4-yl) methanesulfonate Chemical compound CS(=O)(=O)OC1=CC=CC2=C1C(=O)NC2=O RUFKSEQHBMERLB-UHFFFAOYSA-N 0.000 claims 1
- QRXWMOHMRWLFEY-UHFFFAOYSA-N Isoniazid Chemical compound NNC(=O)C1=CC=NC=C1 QRXWMOHMRWLFEY-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 1
- VJRITMATACIYAF-UHFFFAOYSA-N benzenesulfonohydrazide Chemical compound NNS(=O)(=O)C1=CC=CC=C1 VJRITMATACIYAF-UHFFFAOYSA-N 0.000 claims 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N ethanolamine Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- BAQLNPIEFOYKNB-UHFFFAOYSA-N pyridine-2-carbohydrazide Chemical compound NNC(=O)C1=CC=CC=N1 BAQLNPIEFOYKNB-UHFFFAOYSA-N 0.000 claims 1
- 230000000630 rising Effects 0.000 claims 1
- 159000000000 sodium salts Chemical class 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
- 239000000052 vinegar Substances 0.000 claims 1
- -1 3-Substituted 2,4-dioxo-tetrahydroquinazolines Chemical class 0.000 description 3
- VROJJOPGPKBINA-UHFFFAOYSA-N N1C(NC(C2CCCC=C12)=O)=O Chemical class N1C(NC(C2CCCC=C12)=O)=O VROJJOPGPKBINA-UHFFFAOYSA-N 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 235000013877 carbamide Nutrition 0.000 description 2
- 230000000875 corresponding Effects 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- RWZYAGGXGHYGMB-UHFFFAOYSA-N Anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 150000008430 aromatic amides Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical class OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 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
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/95—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in positions 2 and 4
- C07D239/96—Two oxygen atoms
Publications (1)
Publication Number | Publication Date |
---|---|
DE1068263B true DE1068263B (es) | 1959-11-05 |
Family
ID=593626
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DENDAT1068263D Pending DE1068263B (es) |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE1068263B (es) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995019346A1 (en) * | 1994-01-14 | 1995-07-20 | Sandoz Ltd. | Quinazoline-2,4-diones |
US6331538B1 (en) | 1997-10-28 | 2001-12-18 | Warner-Lambert Company | 7-substituted quinazolin-2,4-diones useful as antibacterial agents |
JP4811978B2 (ja) * | 2000-01-24 | 2011-11-09 | ワーナー−ランバート カンパニー リミテッド ライアビリティー カンパニー | 3−アミノキナゾリン−2,4−ジオン抗菌剤 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2680741A (en) * | 1952-03-07 | 1954-06-08 | Du Pont | Process for preparing 3-aryl-2, 4-(1h, 3h)-quinazolinediones and their nitrogen heterocyclic analogs |
-
0
- DE DENDAT1068263D patent/DE1068263B/de active Pending
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2680741A (en) * | 1952-03-07 | 1954-06-08 | Du Pont | Process for preparing 3-aryl-2, 4-(1h, 3h)-quinazolinediones and their nitrogen heterocyclic analogs |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995019346A1 (en) * | 1994-01-14 | 1995-07-20 | Sandoz Ltd. | Quinazoline-2,4-diones |
US6331538B1 (en) | 1997-10-28 | 2001-12-18 | Warner-Lambert Company | 7-substituted quinazolin-2,4-diones useful as antibacterial agents |
US6825199B2 (en) | 1997-10-28 | 2004-11-30 | Warner-Lambert Company | 7-Substituted quinazolin-2,4-diones useful as antibacterial agents |
JP4811978B2 (ja) * | 2000-01-24 | 2011-11-09 | ワーナー−ランバート カンパニー リミテッド ライアビリティー カンパニー | 3−アミノキナゾリン−2,4−ジオン抗菌剤 |
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