Ammonia → HCID 19806695, compound

HRID 1681462Notes

Reaction equation

HRID 1681462 reaction equation
C(O[C:4]1[C:8]([O:9][CH2:10][CH3:11])=[C:7]([C:12]#[N:13])[S:6](=[O:15])(=[O:14])[N:5]=1)C.[NH3:16]>C(O)C>[NH2:16][C:4]1[C:8]([O:9][CH2:10][CH3:11])=[C:7]([C:12]#[N:13])[S:6](=[O:15])(=[O:14])[N:5]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 19806662HCID 19806662, compound

Product 1

HCID 19806695HCID 19806695, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a suspension of 3,4-diethoxy-5-cyanoisothiazole-1,1-dioxide (0.85 g, 0.0037 mol) in 40 ml of ethanol was added 2.6 ml of 1.7M ammonia in ethanol (0.0044 mol) with stirring. A clear yellow solution formed and a white precipitate separated in 5 minutes. After 2 hours at room temperature, the title compound (0.61 g, 82%, mp 232°-233.5°) was collected and a sample recrystallized from ethanol to give analytically pure material, mp 236°-238.5°, Rf 0.26 (10% methanol-chloroform, silica gel).

Workup

  1. customA clear yellow solution formed
  2. customa white precipitate separated in 5 minutes
  3. customthe title compound (0.61 g, 82%, mp 232°-233.5°) was collected
  4. customa sample recrystallized from ethanol
  5. customto give analytically pure material, mp 236°-238.5°, Rf 0.26 (10% methanol-chloroform, silica gel)

Sources & evidence

ORD record
ord-179312be7945473aad8224a55ea69738
Source dataset
uspto-grants-1992_12
Patent number
US05171860

Reaction notes

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