Water → HCID 131709911, compound

HRID 1580327Notes

Reaction equation

HRID 1580327 reaction equation
C1(S([NH2:10])(=O)=O)C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+].[CH2:17]([C:19]1([CH2:28][CH3:29])[CH2:24][CH2:23][CH:22]([N:25]=[C:26]=[O:27])[CH2:21][CH2:20]1)[CH3:18].O>O1CCOCC1>[CH2:28]([C:19]1([CH2:17][CH3:18])[CH2:20][CH2:21][CH:22]([NH:25][C:26](=[O:27])[NH2:10])[CH2:23][CH2:24]1)[CH3:29]

Participants

6

Reactant 4

HCID 962WaterHCID 7370BenzenesulfonamideHCID 11430Potassium CarbonateHCID 21566302HCID 21566302, compound

Product 1

HCID 131709911HCID 131709911, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

9.6 g of 4-(β-<2-methoxy-5-chlorobenzamido>α-methylethyl)-benzenesulfonamide are dissolved in 250 ml of dioxane. 6.9 g of finely ground potassium carbonate are added and the whole is heated to boil for 2 hours while stirring. 4.5 g of 4.4-diethylcyclohexyl-isocyanate are added dropwise while continuing to stir. Stirring and heating is continued for 8 hours, the whole is poured into water and acidified. The crystalline precipitate obtained is filtered off with suction and dried. The whole is dissolved in dimethylformamide, methanol is added and thus a crystalline mass is obtained of N-[4-(β-<2-methoxy-5-chlorobenzamido>α-methyl)-ethyl-benzenesulfonyl]-N'-(4.4-diethyl-cyclohexyl)-urea melting at 161°-163°C.

Workup

  1. temperaturethe whole is heated
  2. stirringto stir
  3. stirringStirring
  4. temperatureheating
  5. waitis continued for 8 hours
  6. customThe crystalline precipitate obtained
  7. filtrationis filtered off with suction
  8. customdried
  9. dissolutionThe whole is dissolved in dimethylformamide
  10. additionmethanol is added

Sources & evidence

ORD record
ord-d5d5d5abb58643eab68df0f75f29bf6f
Source dataset
uspto-grants-1976_01
Patent number
US03932503

Reaction notes

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