Water → HCID 86734202, compound

HRID 1730574Notes

Reaction equation

HRID 1730574 reaction equation
[CH3:1]I.[CH2:3]1[O:22][C:6]2([C:11]3[CH:12]=[CH:13][C:14]4[C:19]([C:10]=3[S:9](=[O:21])(=[O:20])[NH:8][CH2:7]2)=[CH:18][CH:17]=[CH:16][CH:15]=4)[O:5][CH2:4]1.[OH-].[Na+].O>C(O)(C)C>[CH2:3]1[O:22][C:6]2([C:11]3[CH:12]=[CH:13][C:14]4[C:19]([C:10]=3[S:9](=[O:21])(=[O:20])[N:8]([CH3:1])[CH2:7]2)=[CH:18][CH:17]=[CH:16][CH:15]=4)[O:5][CH2:4]1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 86734203HCID 86734203, compound

Product 1

HCID 86734202HCID 86734202, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

14.2 gm (0.1 mol) of methyl iodide were added dropwise, while stirring, to a solution of 11.6 gm (0.04 mol) of 2H-naphtho[2,1-e]-1,2-thiazine-4(3H)-one-1,1-dioxide-ethylene ketal in a mixture of 150 ml of isopropanol, 44 ml of 1 N sodium hydroxide and 36 ml of water. The resulting mixture was allowed to stand overnight, and the crystals which separated out were suction-filtered off washed with a mixture of isopropanol an ater (ratio by volume 2:1) and dried in vacuo, yielding 11.6 gm (95% of theory) of 2-methyl-2H-naphtho [2,1-e]-1,2-thiazine-4(3H)-one-1,1-dioxide-ethylene ketal, m.p. 169°-171° C.

Workup

  1. customthe crystals which separated out
  2. filtrationwere suction-filtered off
  3. washwashed with a mixture of isopropanol an ater (ratio by volume 2:1)
  4. customdried in vacuo

Sources & evidence

ORD record
ord-42e5c7aa4fbd48699c5c39f7e517883b
Source dataset
uspto-grants-1976_11
Patent number
US03992535

Reaction notes

Loading…