Hydrochloric Acid → HCID 178514952, compound

HRID 894183Notes

Reaction equation

HRID 894183 reaction equation
[C:1]([C:3]1[CH:18]=[CH:17][C:6]2[O:7][CH2:8][C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[C:11](=[O:12])[C:5]=2[CH:4]=1)#[N:2].[N-:19]=[N+:20]=[N-:21].[Na+].[Cl-].[NH4+].Cl>O.CN(C)C=O>[NH:19]1[C:1]([C:3]2[CH:18]=[CH:17][C:6]3[O:7][CH2:8][C:9]4[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=4[C:11](=[O:12])[C:5]=3[CH:4]=2)=[N:2][N:21]=[N:20]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 124468252-Cyano-6,11-dihydro-11-oxodibenz[b,e]oxepin

Product 1

HCID 178514952HCID 178514952, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Heat a mixture of 25 gm. (0.106 mole) of 2-cyano-6,11-dihydro-11-oxodibenz[b,e]oxepin, 8.28 gm. (0.127 mole of sodium azide and 7.37 gm. (0.138 mole of ammonium chloride in 250 ml. of N,N-dimethylformamide to 140° C. for 27 hours. Cool, dilute with 500 cc. of water and acidify with 20% aqueous hydrochloric acid. Separate the solids by filtration and crystallize from ethanol to obtain the title product (m.p. 248° C. dec.).

Workup

  1. temperatureHeat
  2. additiona mixture of 25 gm
  3. temperatureCool
  4. additiondilute with 500 cc
  5. customSeparate the solids
  6. filtrationby filtration
  7. customcrystallize from ethanol

Sources & evidence

ORD record
ord-ebd5955f6aca45a498e13f0495913441
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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