Potassium Carbonate → HCID 11060875, Verbindung

HRID 1531316

Reaktionsgleichung

Reaktionsgleichung von HRID 1531316
[CH:1]1([O:6][C:7]2[C:14]([O:15][CH3:16])=[CH:13][C:10]([CH:11]=O)=[CH:9][C:8]=2[O:17][CH3:18])[CH2:5][CH2:4][CH2:3][CH2:2]1.[N:19]1[S:20][N:21]=[C:22]2[CH:27]=[C:26]([CH:28]([CH2:34][C:35]([C:37]3[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=3)=[O:36])[C:29]([O:31]CC)=[O:30])[CH:25]=[CH:24][C:23]=12.N1SN=C2C=C(CC(OCC)=O)C=CC=12.C(=O)([O-])[O-].[K+].[K+].NC1C=C(CC(OCC)=O)C=CC=1N.S(=NC1C=CC=CC=1)=O.[Na]>CC(C)=O.C1(C)C=CC=CC=1.C(O)C.C(O)(=O)C>[N:19]1[S:20][N:21]=[C:22]2[CH:27]=[C:26]([C:28]3[C:29](=[O:30])[O:31][C:35]([OH:36])([C:37]4[CH:38]=[CH:39][C:40]([O:43][CH3:44])=[CH:41][CH:42]=4)[C:34]=3[CH2:11][C:10]3[CH:13]=[C:14]([O:15][CH3:16])[C:7]([O:6][CH:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)=[C:8]([O:17][CH3:18])[CH:9]=3)[CH:25]=[CH:24][C:23]=12

Komponenten

12

Edukt 7

HCID 11430Potassium CarbonateHCID 70739Benzenamine, N-sulfinyl-HCID 5360545SodiumHCID 10926758Ethyl 2-(2,1,3-benzothiadiazol-5-yl)-4-(4-methoxyphenyl)-4-oxobutanoateHCID 11127870Ethyl 2-(benzo[c][1,2,5]thiadiazol-5-yl)acetate2×HCID 117916034-Cyclopentyloxy-3,5-dimethoxybenzaldehydeHCID 12986345Ethyl 2-(3,4-diaminophenyl)acetate

Produkt 1

HCID 11060875HCID 11060875, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 176Acetic AcidLösungsmittelHCID 180AcetoneLösungsmittelHCID 702EthanolLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

0.368 g of 4-cyclopentyloxy-3,5-dimethoxybenzaldehyde (“A”) and 0.52 g of ethyl 2-(2,1,3-benzothiadiazol-5-yl)-4-(4-methoxyphenyl)-4-oxobutanoate, m.p. 89° (obtainable by reaction of 5.5 g of ethyl 2-(2,1,3-benzothiadiazol-5-yl)acetate with 5.5 g of 2′-bromo-4-methoxyacetophenone and 4 g of potassium carbonate in 200 ml of acetone, 18 hours under reflux; ethyl 2-(2,1,3-benzothiadiazol-5-yl)acetate, m.p. 40-41° is obtained by reaction of 24.3 g of ethyl 3,4-diaminophenylacetate and 26.9 ml of thionylaniline in 80 ml of toluene, 4 hours under reflux) are added to a solution of 34 mg of sodium in 10 ml of ethanol and the mixture is heated under reflux for one hour. After addition of 1.4 ml of acetic acid, it is heated for a further 16 hours. The solvent is removed and the residue is worked up in the customary manner. 3-(2,1,3-Benzothiadiazol-5-yl)-4-(4-cyclopentyloxy-3,5-dimethoxy-benzyl)-5-hydroxy-5-(4-methoxyphenyl)-5H-furan-2-one is obtained, FAB 575.

Aufarbeitung

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for one hour
  3. temperatureis heated for a further 16 hours
  4. customThe solvent is removed

Quellen und Nachweise

ORD-Eintrag
ord-17a359feab954b548052de3d5d6c93ea
Quelldatensatz
uspto-grants-2001_03
Patentnummer
US06197800B1

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