Ammonia → HCID 178449212, compound

HRID 2398192Notes

Reaction equation

HRID 2398192 reaction equation
[Pb]=O.[CH2:3]([NH:7][C:8](=S)[NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][C:17]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)=[O:18])[CH:11]=1)[CH:4]([CH3:6])[CH3:5].[NH3:28]>C(O)C>[ClH:26].[CH2:3]([NH:7][C:8](=[NH:28])[NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][C:17]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)=[O:18])[CH:11]=1)[CH:4]([CH3:6])[CH3:5]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 14827Lead monoxideHCID 54417556HCID 54417556, compound

Product 1

HCID 178449212HCID 178449212, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Lead oxide (PbO, 0.8 g.) is added to a solution of 1-(3-isobutylthioureido)-3-(3-p-chlorophenylureido)benzene (1.13 g.) in ethanol which has been saturated with ammonia gas (50 ml.). The mixture is stirred at room temperature for 7 days, the solids are filtered off, washed thoroughly with boiling ethanol and the combined filtrates are evaporated to dryness. The residual gum is dissolved in ethanol (5 ml.) and saturated ethereal hydrochloric acid (3 ml.) is added, followed by dry ether (150 ml.). The precipitated white solid is filtered off, washed with dry ether followed by cold isopropanol, and dried under reduced pressure, to give 1-(3-isobutylguanidino)-3-(3-p-chlorophenylureido)benzene hydrochloride, m.p. 212° C.

Workup

  1. filtrationthe solids are filtered off
  2. washwashed thoroughly with boiling ethanol
  3. customthe combined filtrates are evaporated to dryness
  4. dissolutionThe residual gum is dissolved in ethanol (5 ml.)
  5. additionsaturated ethereal hydrochloric acid (3 ml.) is added
  6. filtrationThe precipitated white solid is filtered off
  7. washwashed with dry ether
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-95df06f1894841e98cc587e687cfe9e1
Source dataset
uspto-grants-1977_05
Patent number
US04024183

Reaction notes

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