Hydrochloric Acid → HCID 12901224, compound

HRID 2164298Notes

Reaction equation

HRID 2164298 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([C:8]2[CH:9]=[CH:10][CH:11]=[C:12]3[C:16]=2[NH:15][C:14](=[O:17])[CH:13]3SC)=[O:7])=[CH:4][CH:3]=1.[Sn].Cl>C(O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[CH:9]=[CH:10][CH:11]=[C:12]3[C:16]=2[NH:15][C:14](=[O:17])[CH2:13]3)=[O:7])=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5352426Tin atomHCID 13394282HCID 13394282, compound

Product 1

HCID 12901224HCID 12901224, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 40.0 g (0.133 mole) of 7-(4-fluorobenzoyl)-3-methylthioindolin-2-one and 40.0 g (0.34 mole) of tin powder in one liter of 95% ethanol was heated to reflux and 100 ml of concentrated hydrochloric acid was added. The mixture was heated for 6 hrs, then filtered while hot. The filtrate was cooled and the precipitate was collected and recrystallized from isopropyl alcohol to yield 24.5 g (72%) as off-white needles, m.p. 185°-187.0° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperatureThe mixture was heated for 6 hrs
  4. filtrationfiltered while hot
  5. temperatureThe filtrate was cooled
  6. customthe precipitate was collected
  7. customrecrystallized from isopropyl alcohol
  8. customto yield 24.5 g (72%) as off-white needles, m.p. 185°-187.0° C.

Sources & evidence

ORD record
ord-c413eba9a2eb4c99a58e7db3e3623a08
Source dataset
uspto-grants-1985_03
Patent number
US04503073

Reaction notes

Loading…