Reacción #66057

ord-48ea41d31baf4e749dd36563dcbcfec9

Ecuación de reacción

Nc1nc2c(s1)CC(N)CC2
racemic 2,6 diamino-4,5,6,7-tetrahydro-benzothiazole
CCCOS(=O)(=O)c1ccc(C)cc1
propyl tosylate
CCCN[C@H]1CCc2nc(N)sc2C1.Cc1ccc(S(=O)(=O)O)cc1
Pramipexole P-TSA

Condiciones de reacción

Temperatura
95°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroA 250 ml, three necked flask was equipped with a magnetic stirrer
  2. 2
    workup.ADDITIONa temperature probe, a heating mantle, a claisen joint, a reflux condenser, and a 100 ml addition funnel
  3. 3
    workup.ADDITIONThis solution was added dropwise to the 250 ml flask
  4. 4
    workup.STIRRINGwith stirring for an additional 6 hours at 95° C.
  5. 5
    Otrowas brought to room temperature
  6. 6
    workup.STIRRINGstirring
  7. 7
    workup.WAITwas continued for an additional 6 hours

Procedimiento

A 250 ml, three necked flask was equipped with a magnetic stirrer, a temperature probe, a heating mantle, a claisen joint, a reflux condenser, and a 100 ml addition funnel. The flask was charged with 5 grams of racemic 2,6 diamino-4,5,6,7-tetrahydro-benzothiazole, followed by 80 ml of n-propanol. Under continuous stirring, the mixture was heated to a temperature of 95° C. over 15 minutes generating a clear solution. The addition funnel was charged with a solution of 10.12 grams propyl tosylate and 9.2 ml diisopropylethyleamine in 28 ml n-propanol. This solution was added dropwise to the 250 ml flask with continuous stirring over a period of 2 hours. The reaction was continued with stirring for an additional 6 hours at 95° C., after which the solution was brought to room temperature, and stirring was continued for an additional 6 hours.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08524695B2uspto-grants-2013_09