Hydrochloric Acid → HCID 12929151, compound

HRID 894215Notes

Reaction equation

HRID 894215 reaction equation
C([NH:3][CH:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][O:7][C:6]2[CH:15]=[CH:16][C:17]([C:19]([O:21]C)=[O:20])=[CH:18][C:5]1=2)=O.O1CCOCC1.[ClH:29]>O>[ClH:29].[NH2:3][CH:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][O:7][C:6]2[CH:15]=[CH:16][C:17]([C:19]([OH:21])=[O:20])=[CH:18][C:5]1=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 21162715HCID 21162715, compound

Product 1

HCID 12929151HCID 12929151, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Heat together 340 mg. of methyl 6,11-dihydro-11-formamidodibenz[b,e]oxepin-2-carboxylate, 10 ml. of dioxane and 10 ml. of concentrated hydrochloric acid at 100° C. for 5 hours. Strip to dryness and dissolve the residue in water and pass through a Bio-Red AG-50W-X8 resin (sulfonic acid type). Collect the acid by elution with 10% ammonium hydroxide solution. Evaporate to dryness, dissolve the residue in tetrahydrofuran and acidify with aqueous hydrochloric acid. Strip to dryness and recrystallize from methanol/ether to obtain the title product (m.p. 245° dec.).

Workup

  1. temperatureHeat together 340 mg
  2. customCollect the acid
  3. washby elution with 10% ammonium hydroxide solution
  4. customEvaporate to dryness
  5. dissolutiondissolve the residue in tetrahydrofuran
  6. customStrip to dryness and recrystallize from methanol/ether

Sources & evidence

ORD record
ord-4a4aed83a9fd4a7fa7a7807944a7e36a
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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