Water → HCID 54411356, compound

HRID 2050884Notes

Reaction equation

HRID 2050884 reaction equation
[CH:1]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[CH2:8][N:7]([C:16](=[NH:20])[O:17][CH2:18][CH3:19])[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:21](N1C=CN=C1)([N:23]1[CH:27]=[CH:26][N:25]=[CH:24]1)=[O:22].O>O1CCCC1>[N:23]1([C:21]([N:20]=[C:16]([N:7]2[CH2:6][C:5]3[CH:4]=[CH:3][CH:2]=[CH:1][C:11]=3[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[CH2:8]2)[O:17][CH2:18][CH3:19])=[O:22])[CH:27]=[CH:26][N:25]=[CH:24]1

Participants

5

Reactant 3

HCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 19833914ethyl 5,7-dihydro-6H-dibenz[c,e]azepine-6carboximidate

Product 1

HCID 54411356HCID 54411356, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.0 g of ethyl 5,7-dihydro-6H-dibenz[c,e]azepine-6carboximidate and 1.83 g of 1,1'-carbonyldiimidazole are stirred at room temperature for 5 hours in 20 ml of tetrahydrofuran. The reaction mixture is poured into water and extracted twice with ethyl acetate. The extracts are washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and evaporated. The residue is chromatographed on silica gel with n-hexane/acetone (1:4) as the eluent, and there is obtained ethyl N-(1-imidazolylcarbonyl)-5,7-dihydro-6H-dibenz[c,e]azepine-6 carboximidate, m,p. 134°-137° C.

Workup

  1. extractionextracted twice with ethyl acetate
  2. washThe extracts are washed with saturated sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated
  5. customThe residue is chromatographed on silica gel with n-hexane/acetone (1:4) as the eluent

Sources & evidence

ORD record
ord-0c7711f941a0443a843f1b30e6d0277c
Source dataset
uspto-grants-1991_05
Patent number
US05015640

Reaction notes

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