Sulfuric Acid → HCID 18550564, compound

HRID 1439327Notes

Reaction equation

HRID 1439327 reaction equation
[CH3:1][NH:2][C:3]([NH:5][C:6]1[S:10][N:9]=[C:8]([O:11][CH2:12][CH2:13][CH3:14])[C:7]=1[C:15]#[N:16])=[O:4].S(=O)(=O)(O)[OH:18].[OH-].[NH4+]>O>[CH3:1][NH:2][C:3]([NH:5][C:6]1[S:10][N:9]=[C:8]([O:11][CH2:12][CH2:13][CH3:14])[C:7]=1[C:15](=[O:18])[NH2:16])=[O:4]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 21396823HCID 21396823, compound

Product 1

HCID 18550564HCID 18550564, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 8.5 g of 1-methyl-3-(4-cyano-3-propoxy-5-isothiazolyl)urea with 20 ml of concentrated sulfuric acid was heated to 50° during 1 hour. Analysis by thin-layer chromatography at this time indicated the reaction to be complete. The reaction mixture was poured with stirring into 200 ml of water. The resulting solution was neutralized with ammonium hydroxide solution and the precipitate was collected by filtration. The dried solid was recrystallized from ethanol to give 6.3 g of 1-methyl-3-(4-carbamoyl-3-propoxy-5-isothiazolyl)urea, m.p. 195°-198°. The nmr and ir spectra were consistent with the assigned structure.

Workup

  1. temperaturewas heated to 50° during 1 hour
  2. customthe reaction
  3. additionThe reaction mixture was poured
  4. filtrationthe precipitate was collected by filtration
  5. customThe dried solid was recrystallized from ethanol

Sources & evidence

ORD record
ord-6a58c8fa9aba445b87902d728e62d68b
Source dataset
uspto-grants-1977_11
Patent number
US04059433

Reaction notes

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