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

HRID 557847Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 557847
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 tritrurated 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. filtrationfollowed by filtration
  6. customto afford the product

Quellen und Nachweise

ORD-Eintrag
ord-405f8e0f86b14b8c9acf58fa43bf82ce
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058288B2

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