Potassium Carbonate → HCID 21500423, compound

HRID 1729715Notes

Reaction equation

HRID 1729715 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[O:6][C:7]3[CH:18]=[CH:17][CH:16]=[CH:15][C:8]=3[CH2:9][N:10]([C:11]([NH:13][NH2:14])=[O:12])[C:4]=2[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH:27]1([CH2:32][CH2:33][C:34](Cl)=[O:35])[CH2:31][CH2:30][CH2:29][CH2:28]1>C(#N)C>[CH:27]1([CH2:32][CH2:33][C:34]([NH:14][NH:13][C:11]([N:10]2[CH2:9][C:8]3[CH:15]=[CH:16][CH:17]=[CH:18][C:7]=3[O:6][C:5]3[CH:19]=[CH:20][C:2]([Cl:1])=[CH:3][C:4]2=3)=[O:12])=[O:35])[CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 660393-Cyclopentylpropionyl chlorideHCID 135604618-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, hydrazide

Product 1

HCID 21500423HCID 21500423, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution containing 2.9 parts of 8-chloro-10,11-dihydrodibenz[b,f][1,4]oxazepine-10-carboxylic acid hydrazide, 50 parts by volume of acetonitrile and excess aqueous potassium carbonate is added 1.6 parts of 3-cyclopentylpropionyl chloride and the resulting reaction mixture is stirred at room temperature for about 2 days. The solvent is stripped under reduced pressure and the resulting residue is purified by chromatography on a silica gel column, using ethyl acetate-benzene solutions as the eluants. The 5% ethyl acetate in benzene eluate, after removal of the solvents, affords 1-(3-cyclopentylpropionyl)-2-(8-chloro-10,11-dihydrodibenz[b,f][1,4]oxazepine-10-carbonyl)hydrazine, characterized by the following structural formula ##SPC6##

Workup

  1. customthe resulting reaction mixture
  2. customthe resulting residue is purified by chromatography on a silica gel column
  3. customThe 5% ethyl acetate in benzene eluate, after removal of the solvents

Sources & evidence

ORD record
ord-539e32dafdfb4cc28ba81b2aa4dbb36b
Source dataset
uspto-grants-1976_11
Patent number
US03989719

Reaction notes

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