Sulfanilamide → HCID 12832906, compound

HRID 441702Notes

Reaction equation

HRID 441702 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH2:12]([N:16]=[C:17]=[O:18])[CH2:13][CH2:14][CH3:15]>CC(C)=O>[CH2:12]([NH:16][C:17]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](=[O:9])(=[O:10])[NH2:11])=[CH:4][CH:3]=1)=[O:18])[CH2:13][CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 5333SulfanilamideHCID 8110Butyl isocyanate

Product 1

HCID 12832906HCID 12832906, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4-aminobenzenesulphonamide (172 g, 1 mole), butylisocyanate (99 g, 1 mole) and acetone (150 ml) was refluxed for 7 hours. The urea, crystallizing after cooling, was collected and washed with acetone. Yield : 188 g. Melting point : 193° C. A second crop (48 g) was obtained by concentrating the filtrate to 0.5 l. The NMR spectrum was wholly consistent with the formula of N-butyl-N'-(4-sulphamoylphenyl) urea.

Workup

  1. temperaturewas refluxed for 7 hours
  2. customThe urea, crystallizing
  3. temperatureafter cooling
  4. customwas collected
  5. washwashed with acetone
  6. custom193° C
  7. customA second crop (48 g) was obtained
  8. concentrationby concentrating the filtrate to 0.5 l

Sources & evidence

ORD record
ord-a3a29e1d0b9b4133980314d70e52ca78
Source dataset
uspto-grants-1977_08
Patent number
US04042397

Reaction notes

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