Hydrochloric Acid → Methyl 2-chloro-4-methylbenzo[d]thiazole-5-carboxylate

HRID 1263408Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1263408
N([O-])=O.[Na+].N[C:6]1[S:7][C:8]2[CH:14]=[CH:13][C:12]([C:15]([O:17][CH3:18])=[O:16])=[C:11]([CH3:19])[C:9]=2[N:10]=1.[ClH:20]>O.P(=O)(O)(O)O.Cl[Cu]>[Cl:20][C:6]1[S:7][C:8]2[CH:14]=[CH:13][C:12]([C:15]([O:17][CH3:18])=[O:16])=[C:11]([CH3:19])[C:9]=2[N:10]=1

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 22390084Methyl 2-amino-4-methylbenzo[d]thiazole-5-carboxylateHCID 23668193Sodium Nitrite

Produkt 1

HCID 22390080Methyl 2-chloro-4-methylbenzo[d]thiazole-5-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 62652Cuprous chlorideKatalysatorHCID 962WaterLösungsmittelHCID 1004Phosphoric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

At −8° C., a solution of 9.3 g of NaNO2 (0.14 mol) in 10 ml of water was added dropwise to a solution of 5 g of methyl 2-amino-4-methylbenzothiazole-5-carboxylate (0.02 mol) in 150 ml of phosphoric acid. At 5° C., a solution of 3 g of CuCl and 12 ml of conc. HCl was then added dropwise. The reaction mixture was heated to 100° C. After cooling, the residue was filtered off with suction, washed with water and dried. The product was purified by silica gel column chromatography.

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationthe residue was filtered off with suction
  3. washwashed with water
  4. customdried
  5. customThe product was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-542ff47eaa354c54800ee6ac1c4abec1
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06541423B1

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