Hydrochloric Acid → (+/-)-6-fluoro-2,3-dihydrospiro[4H-1-benzopyran-4,5'-thiazolidine]-2',4'-dione

HRID 279872Notes

Reaction equation

HRID 279872 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:17][CH2:16][CH2:15][C:8]3([S:12][C:11](=N)[NH:10][C:9]3=[O:14])[C:6]=2[CH:7]=1.Cl.C[OH:20]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:17][CH2:16][CH2:15][C:8]3([S:12][C:11](=[O:20])[NH:10][C:9]3=[O:14])[C:6]=2[CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 1403421886'-Fluoro-2-iminospiro[1,3-thiazolidine-5,4'-2,3-dihydrochromene]-4-one

Product 1

HCID 13998516(+/-)-6-fluoro-2,3-dihydrospiro[4H-1-benzopyran-4,5'-thiazolidine]-2',4'-dione

Procedure

2.195 g of (±)-6-fluoro-2,3-dihydro-2'-iminospiro-[4H-1-benzopyran-4,5'-thiazolidin]-4'-one were dissolved in 12 ml of methanol and 12 ml of 37% aqueous hydrochloric acid and the solution was boiled overnight. The colorless crystals which separated were removed and washed with water. After drying in vacuo, there was obtained (±)-6-fluoro-2,3-dihydrospiro[4H-1-benzopyran-4,5'-thiazolidine]-2',4'-dione of melting point 147°-149° C. (95% of theory).

Workup

  1. customThe colorless crystals which separated
  2. customwere removed
  3. washwashed with water
  4. customAfter drying in vacuo

Sources & evidence

ORD record
ord-ce5fab026765488aa7536d02032f0644
Source dataset
uspto-grants-1986_05
Patent number
US04587256

Reaction notes

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