Sulfadimethoxine → HCID 17774507, compound

HRID 378275Notes

Reaction equation

HRID 378275 reaction equation
CO[C:3]1[CH:4]=[C:5]([NH:11][S:12]([C:15]2[CH:16]=[CH:17][C:18]([NH2:21])=[CH:19][CH:20]=2)(=[O:14])=[O:13])[N:6]=[C:7](OC)[N:8]=1.[CH2:22]([NH2:25])[CH2:23][CH3:24]>C(O)C>[NH2:21][C:18]1[CH:17]=[CH:16][C:15]([S:12]([NH:11][C:5]2[CH:4]=[C:3]([NH:25][CH2:22][CH2:23][CH3:24])[N:8]=[C:7]([NH:6][CH2:5][CH2:4][CH3:3])[N:6]=2)(=[O:14])=[O:13])=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 5323SulfadimethoxineHCID 7852Propylamine

Product 1

HCID 17774507HCID 17774507, compoundYield 85.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
140 °C

Procedure

1.50 g (0.00483 mol) of sulfadimethoxine were suspended in 20 ml of ethanol, treated with 16 ml (0.193 mol) of propylamine and stirred in an autoclave at 140° C. for 65 hours. The mixture was cooled and, after 24 hours., the crystals which separated were filtered off under suction. There was obtained 0.75 g (50%) of 4-amino-N-(2,6-bis-propylamino-pyrimidin-4-yl)-benzenesulfonamide as pale beige crystals; m.p. 211-215° C.

Workup

  1. temperatureThe mixture was cooled and, after 24 hours
  2. custom, the crystals which separated
  3. filtrationwere filtered off under suction

Sources & evidence

ORD record
ord-e886a02f7ae84b8ab3b2604227e53969
Source dataset
uspto-grants-2000_02
Patent number
US06030976

Reaction notes

Loading…