4,5-Dihydro-2-thiazolamine → 4-[(4,5-Dihydro-2-thiazolyl)amino]tetrahydro-3,5-bis[(4-methoxyphenyl)methylene]thiopyran-4-ol-1,1-dioxide

HRID 65667

Reaktionsgleichung

Reaktionsgleichung von HRID 65667
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[C:10]2[C:15](=[O:16])[C:14](=[CH:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=3)[CH2:13][S:12](=[O:27])(=[O:26])[CH2:11]2)=[CH:5][CH:4]=1.[NH2:28][C:29]1[S:30][CH2:31][CH2:32][N:33]=1>CCC(C)=O>[S:30]1[CH2:31][CH2:32][N:33]=[C:29]1[NH:28][C:15]1([OH:16])[C:10](=[CH:9][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[CH2:11][S:12](=[O:26])(=[O:27])[CH2:13][C:14]1=[CH:17][C:18]1[CH:19]=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=1

Komponenten

4

Edukt 2

HCID 156894,5-Dihydro-2-thiazolamineHCID 2863264H-Thiopyran-4-one, tetrahydro-3,5-bis(p-methoxybenzylidene)-, 1,1-dioxide

Produkt 1

HCID 540765934-[(4,5-Dihydro-2-thiazolyl)amino]tetrahydro-3,5-bis[(4-methoxyphenyl)methylene]thiopyran-4-ol-1,1-dioxideAusbeute 102,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

A stirred solution of tetrahydro-3,5-bis(4-methoxyphenylmethylene)-4H-thiopyran-4-one-1,1-dioxide (5.7 g, 0.014 mole) in 100 ml of MEK is treated with 2-amino-2-thiazoline (2.1 g, 0.020 mole). After heating at reflux for 1 hour the yellow mixture becomes colorless. After cooling for several hours, the product is filtered and washed with MEK and ether to give 7.0 g (97%) of colorless product, m.p. 194°-196°.

Aufarbeitung

  1. temperatureAfter heating
  2. temperatureat reflux for 1 hour the yellow mixture
  3. temperatureAfter cooling for several hours
  4. filtrationthe product is filtered
  5. washwashed with MEK and ether

Quellen und Nachweise

ORD-Eintrag
ord-be3ec249f36245b2bd715e66fad95bec
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04128647

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