Acetic Acid → HCID 178502014, Verbindung

HRID 437796Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 437796
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:13]3[CH:14]=[C:15]([NH2:20])[C:16]([NH2:19])=[CH:17][CH:18]=3)[O:12][CH2:11][CH2:10][O:9]2)=[CH:4][CH:3]=1.[CH3:21][O:22][C:23]([NH:25][C:26](=NC(=O)OC)SC)=[O:24].C(O)(=O)C>ClC(Cl)Cl>[CH3:21][O:22][C:23](=[O:24])[NH:25][C:26]1[NH:19][C:16]2[CH:17]=[CH:18][C:13]([C:8]3([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)[O:9][CH2:10][CH2:11][O:12]3)=[CH:14][C:15]=2[N:20]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 98708Methyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamateHCID 64548874-(2-(4-Fluorophenyl)-1,3-dioxolan-2-yl)benzene-1,2-diamine

Produkt 1

HCID 178502014HCID 178502014, VerbindungAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A mixture of 5.5 parts of 4-[2-(4-fluorophenyl)-1,3-dioxolan2-yl]-1,2-benzenediamine, 6.2 parts of methyl [(methoxycarbonylamino)(methylthio)methylene]carbamate, 4.8 parts of acetic acid and 225 parts of trichloromethane is stirred and refluxed for 17 hours. The reaction mixture is evaporated in vacuo. The residue is triturated in methanol. The product is filtered off, washed with 2,2' -oxybispropane and dried, yielding 3 parts (42%) of methyl{ 5-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]-1H-benzimidazol-2-yl}carbamate; mp. 227.7° C.

Aufarbeitung

  1. temperaturerefluxed for 17 hours
  2. customThe reaction mixture is evaporated in vacuo
  3. customThe residue is triturated in methanol
  4. filtrationThe product is filtered off
  5. washwashed with 2,2' -oxybispropane
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ebe53c538602438484bd819ffa199270
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04032536

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