Acetic Anhydride → Naphtho[1,2-d]thiazole, 2-methyl-

HRID 2427818

Reaktionsgleichung

Reaktionsgleichung von HRID 2427818
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[SH:12].[CH2:13](OS([O-])(=O)=O)[CH2:14]CCCCCCCCCC.[Na+].C(OC(=O)C)(=O)C>O>[CH3:13][C:14]1[S:12][C:3]2[CH:4]=[CH:5][C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:2]=2[N:1]=1

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 1133141-Amino-2-naphthalenethiolHCID 3423265Sodium Lauryl Sulfate

Produkt 1

HCID 75892Naphtho[1,2-d]thiazole, 2-methyl-Ausbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

5 mmol of 1-aminonaphthalene-2-thiol was added to 20 ml of water, and 20 mg of sodium dodecylsulfate was added while agitating to obtain a uniform mixture. 7.5 mmol of acetic anhydride was added for 5 minutes. A precipitation product was obtained in 5-10 minutes. The precipitation product was filtrated and rinsed with 1 ml of water twice followed by drying under vacuum. A non-precipitated reaction mixture was extracted with 25 ml of ethyl acetate twice. The separated organic layer was dried with anhydrous sodium sulfate, and a solvent was removed using a rotatary evaporator under a reduced pressure to obtain 2-methyl naphtothiazole at a yield of 70%.

Aufarbeitung

  1. additionwas added
  2. customto obtain a uniform mixture
  3. customA precipitation product was obtained in 5-10 minutes
  4. filtrationThe precipitation product was filtrated
  5. washrinsed with 1 ml of water
  6. customby drying under vacuum
  7. extractionA non-precipitated reaction mixture was extracted with 25 ml of ethyl acetate twice
  8. dry with materialThe separated organic layer was dried with anhydrous sodium sulfate
  9. customa solvent was removed
  10. customa rotatary evaporator under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-908a72bba6614fe4945ef0423918fbcf
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07968715B2

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