Hydrochloric Acid → HCID 13770520, compound

HRID 1788945Notes

Reaction equation

HRID 1788945 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)oxindol-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 - methylene chloride, 412 mg

Sources & evidence

ORD record
ord-853080dc47954cab85e3613655c71d91
Source dataset
uspto-grants-1987_08
Patent number
US04686224

Reaction notes

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