Hydrochloric Acid → HCID 13770520, compound

HRID 236355Notes

Reaction equation

HRID 236355 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]([CH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([C:21]3([CH3:26])OCC[O:22]3)[CH:19]=2)[N:14]([CH2:27][CH3:28])[C:13]1=[O:29])=[O:11].O1CCCC1.Cl>O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]([CH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([C:21](=[O:22])[CH3:26])[CH:19]=2)[N:14]([CH2:27][CH3:28])[C:13]1=[O:29])=[O:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 13770519HCID 13770519, compound

Product 1

HCID 13770520HCID 13770520, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-(2,4-Difluorophenyl)-1-ethyl-5-(2-methyl-4,5-dihydro-1,3-dioxol-2-yl)oxindole-3-carboxamide (636 mg., 1.58 mmoles) was dissolved in 15 ml. of tetrahydrofuran to which was added 10 ml. of 1N hydrochloric acid. The solution was stirred for one hour followed by the addition of an equal volume of water. The resulting precipitate was filtered, vacuum dried and recrystallized from diisopropyl ether--methylene chloride, 412 mg. (73% yield), m.p. 160°-161° C.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. customvacuum dried
  3. customrecrystallized from diisopropyl ether

Sources & evidence

ORD record
ord-98f5d522817049fe87974001a98463a3
Source dataset
uspto-grants-1987_02
Patent number
US04644005

Reaction notes

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