Reaction #548356

ord-bd7c202499424e0d9473c27404e7a9e7

Reaction equation

Br.CN=C1SCC(O)(c2ccc(Cl)c(S(=O)(=O)Cl)c2)N1C
4-(4-chloro-3-chlorosulfonylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide
NCC1CCCC1
cyclopentylmethyl amine
CCN(CC)CC
triethyl amine
CN=C1SCC(O)(c2ccc(Cl)c(S(=O)(=O)NCC3CCCC3)c2)N1C
4-(4-Chloro-3-cyclopentylmethylsulfamoylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.WAITto stand over night
  2. 2
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure
  3. 3
    Otherthe amorphous end product was crystallized under 80 ml of water
  4. 4
    Otherat 80° C

Procedure

8.8 g of 4-(4-chloro-3-chlorosulfonylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide were introduced portionswise at 20° C in a stirred mixture of 4 g of cyclopentylmethyl amine, 8 g of triethyl amine and 100 ml of ethanol and the reaction mixture was allowed to stand over night. The solvent was distilled off under reduced pressure and the amorphous end product was crystallized under 80 ml of water. Colorless solid body, decomposition beginning at 80° C, γ C=N 1620 cm-1.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04061761uspto-grants-1977_12