Thiourea → Methyl1-[4-(2-amino-1,3-thiazol-4-yl)phenyl]cyclopropanecarboxylate

HRID 504309Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 504309
Cl[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2([C:14]([O:16][CH3:17])=[O:15])[CH2:13][CH2:12]2)=[CH:7][CH:6]=1)=O.[NH2:18][C:19]([NH2:21])=[S:20]>C(O)C.C(OCC)(=O)C>[NH2:21][C:19]1[S:20][CH:2]=[C:3]([C:5]2[CH:10]=[CH:9][C:8]([C:11]3([C:14]([O:16][CH3:17])=[O:15])[CH2:13][CH2:12]3)=[CH:7][CH:6]=2)[N:18]=1

Komponenten

5

Edukt 2

HCID 2723790ThioureaHCID 86602275Methyl1-[4-(chloroacetyl)phenyl]cyclopropanecarboxylate

Produkt 1

HCID 86602276Methyl1-[4-(2-amino-1,3-thiazol-4-yl)phenyl]cyclopropanecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of methyl 1-[4-(chloroacetyl)phenyl]cyclopropanecarboxylate (0.30 g, 1.2 mmol) and thiourea (0.18 g, 2.4 mmol) in ethanol (5.0 ml) was refluxed overnight. The reaction mixture was diluted with ethyl acetate and washed with saturated NaHCO3 and brine successively; then dried; and then concentrated. The residue was triturated with ether followed by filtration to afford the product. LC-MS: 275.1 (M+H)+.

Aufarbeitung

  1. temperaturewas refluxed overnight
  2. washwashed with saturated NaHCO3 and brine successively
  3. customthen dried
  4. concentrationand then concentrated
  5. customThe residue was triturated with ether
  6. filtrationfollowed by filtration
  7. customto afford the product

Quellen und Nachweise

ORD-Eintrag
ord-32c4e090cfec47978763f52357f80375
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07776874B2

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