Hydrochloric Acid → HCID 4187533, compound

HRID 848203Notes

Reaction equation

HRID 848203 reaction equation
[CH2:1]([N:5]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[S:6]1(=[O:8])=[O:7])[C:2]([CH3:4])=[O:3].C[O-].[Na+].Cl>C(O)C>[C:2]([CH:1]1[C:15](=[O:16])[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[S:6](=[O:8])(=[O:7])[NH:5]1)(=[O:3])[CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7060332-(2-Oxopropyl)-1H-1lambda~6~,2-benzothiazole-1,1,3(2H)-trione2×HCID 10942334Sodium Methoxide2×

Product 1

HCID 4187533HCID 4187533, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

The N-acetonylsaccharin of Section B of this Example was treated with sodium methoxide in accordance with Zinnes et al, J. Org. Chem., 30:2241 (1965), U.S. Pat. No. 3,284,450, and Rasmussen, J. Org. Chem., 39:1554 (1974). Laboratory reagent sodium methoxide (0.9 mole) was blended with 50 ml of absolute ethanol and heated to 40° C.; 0.04 mole of the N-acetonylsaccharin was then added and the resulting mixture heated with stirring to 60° C. The mixture was then cooled and acidified with 5% HCl, resulting in the formation of a precipitate. The precipitate was washed, dried, filtered and evaporated to give an oily solid in 68% yield.

Workup

  1. temperaturethe resulting mixture heated
  2. temperatureThe mixture was then cooled
  3. customresulting in the formation of a precipitate
  4. washThe precipitate was washed
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customto give an oily solid in 68% yield

Sources & evidence

ORD record
ord-e9c2bae40a804d85b0b7b4737312d444
Source dataset
uspto-grants-1981_10
Patent number
US04294961

Reaction notes

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