Hydrochloric Acid → HCID 12929143, compound

HRID 894214Notes

Reaction equation

HRID 894214 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][CH3:22])=[O:20])=[CH:18][C:5]1=2)=O.[ClH:23]>O1CCOCC1>[ClH:23].[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]([O:21][CH3:22])=[O:20])=[CH:18][C:5]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21162715HCID 21162715, compound

Product 1

HCID 12929143HCID 12929143, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
40 °C

Procedure

Add 600 mg. of methyl 6,11-dihydro-11-formamidodibenz[b,e]oxepin-2-carboxylate to a mixture of 20 ml. of dioxane and 24 ml. of 10% hydrochloric acid. Stir and heat the mixture at 40° C. for 18 hours. Strip to dryness and triturate the residue in tetrahydrofuran. Separate the solids by filtration. Dissolve the solids in water and basify with aqueous sodium hydroxide. Extract into ether, dry over anhydrous sodium sulfate and filter. Bubble gaseous hydrogen chloride through the solution for 15 minutes and separate the solids. Triturate in tetrahydrofuran and filter to obtain the title product (m.p. 224° C. dec.).

Workup

  1. additionAdd 600 mg
  2. customStrip to dryness and triturate the residue in tetrahydrofuran
  3. customSeparate the solids
  4. filtrationby filtration
  5. dissolutionDissolve the solids in water
  6. extractionExtract into ether
  7. dry with materialdry over anhydrous sodium sulfate
  8. filtrationfilter
  9. customseparate the solids
  10. customTriturate in tetrahydrofuran
  11. filtrationfilter

Sources & evidence

ORD record
ord-3b39756c9a404c82a095e9836424f92a
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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