3-Mercaptopropionic Acid → Cgp 20376

HRID 1980821Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1980821
[C:1]([C:5]1[S:6][C:7]2[CH:13]=[C:12]([N:14]=[C:15]=[S:16])[C:11]([O:17][CH3:18])=[CH:10][C:8]=2[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[SH:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23]>CN(C)C=O>[C:22]([CH2:21][CH2:20][S:19][C:15](=[S:16])[NH:14][C:12]1[C:11]([O:17][CH3:18])=[CH:10][C:8]2[N:9]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[S:6][C:7]=2[CH:13]=1)([OH:24])=[O:23]

Komponenten

4

Edukt 2

HCID 65143-Mercaptopropionic AcidHCID 173314Cgp 20308

Produkt 1

HCID 3035447Cgp 20376

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

27.8 g (0.10 mole) of 2-tert.-butyl-6-isothiocyano-5-methoxy-benzthiazole are dissolved in 150 ml of dimethylformamide and 14 g (0.13 mole) of 3-mercaptopropionic acid are added. The solution is stirred at room temperature under nitrogen for 2 hours, then poured onto 2 kg of ice and stirred until the product has become solid. It is filtered off, washed with water and heated in 700 ml of toluene, decanted from water, dried over sodium sulphate, clarified with active carbon and filtered. The filtrate is diluted at 30-40° with approximately 700 ml of petroleum ether and cooled slowly to 5°, filtered off and subsequently washed with petroleum ether. N-[2-tert.-butyl-5-methoxy-benzthiazol-6-yl]-dithiocarbamic acid S-(2-carboxyethyl)-ester having a melting point of 154-156° is obtained: ##STR14##

Aufarbeitung

  1. stirringstirred until the product
  2. filtrationIt is filtered off
  3. washwashed with water
  4. temperatureheated in 700 ml of toluene
  5. customdecanted from water
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. additionThe filtrate is diluted at 30-40° with approximately 700 ml of petroleum ether
  9. temperaturecooled slowly to 5°
  10. filtrationfiltered off
  11. washsubsequently washed with petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-58d5566a531f40cf94847592fe4896db
Quelldatensatz
uspto-grants-1985_04
Patentnummer
US04511567

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