Ethanol → 1-acetyl-N-(2-benzothiazolyl)-4-piperidinemethanamine

HRID 1761481Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1761481
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][NH:11][C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[S:13])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].ClC(Cl)(Cl)Cl.BrBr.C(O)C>C(#N)C>[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][NH:11][C:12]2[S:13][C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N:14]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 5943Carbon TetrachlorideHCID 24408BromineHCID 14048941N-[(1-acetyl-4-piperidinyl)methyl]-N'-phenylthiourea

Produkt 1

HCID 140489441-acetyl-N-(2-benzothiazolyl)-4-piperidinemethanamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a stirred mixture of 5.8 parts of N-[(1-acetyl-4-piperidinyl)methyl]-N'-phenylthiourea and 160 parts of tetrachloromethane were added 3.7 parts of bromine. The whole was stirred and refluxed for 15 minutes. After the additions of 16 parts of ethanol and 16 parts of acetonitrile, the reaction mixture was cooled. The precipitated product was filtered off, washed with acetonitrile and dried. The hydrobromide salt was dissolved in methanol and water. This solution was alkalized with ammonium hydroxide. The precipitated product was filtered off, washed with water and dried, yielding 2.7 parts of 1-acetyl-N-(2-benzothiazolyl)-4-piperidinemethanamine; m.p. 138.1° C. (intermediate 29).

Aufarbeitung

  1. temperaturerefluxed for 15 minutes
  2. filtrationThe precipitated product was filtered off
  3. washwashed with acetonitrile
  4. customdried
  5. dissolutionThe hydrobromide salt was dissolved in methanol
  6. filtrationThe precipitated product was filtered off
  7. washwashed with water
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-195ab02ac0d84a80ad340df7b0963ed2
Quelldatensatz
uspto-grants-1989_05
Patentnummer
US04826848

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