HCID 19806735, compound → HCID 19806657, compound

HRID 1681471Notes

Reaction equation

HRID 1681471 reaction equation
[CH2:1]([O:3][C:4]1[C:8]([Br:9])=[C:7]([C:10](=[O:12])N)[S:6][N:5]=1)[CH3:2].N([O-])=[O:14].[Na+]>FC(F)(F)C(O)=O>[CH2:1]([O:3][C:4]1[C:8]([Br:9])=[C:7]([C:10]([OH:12])=[O:14])[S:6][N:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 19806735HCID 19806735, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 19806657HCID 19806657, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

3-Ethoxy-4-bromo-5-carbamoylisothiazole (2.51 g, 0.01 mol) was dissolved in 20 ml of trifluoroacetic acid and the solution cooled to 0° to 5° C. Sodium nitrite (2.76 o, 0.04 mol) was added in small portions to the stirred solution over a five minute period. Stirring was continued for 10 minutes at the same temperature and the reaction mixture poured into 150 ml of ice water. The title compound separated as a white solid (2.2 g, 88%, mp 151°-152.5° C.) and was filtered, washed with ice water and dried.

Workup

  1. temperaturethe solution cooled to 0° to 5° C
  2. customThe title compound separated as a white solid (2.2 g, 88%, mp 151°-152.5° C.)
  3. filtrationwas filtered
  4. washwashed with ice water
  5. customdried

Sources & evidence

ORD record
ord-1a972007c0414512a39d5b83397c0a02
Source dataset
uspto-grants-1992_12
Patent number
US05171860

Reaction notes

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