Potassium Carbonate → HCID 22759436, compound

HRID 1973688Notes

Reaction equation

HRID 1973688 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][CH2:4][N:3]=[C:2]1[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1Br)=[O:9].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C1C=CC=CC=1>[N:1]1[CH2:7][CH2:6][CH2:5][CH2:4][N:3]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:8](=[O:9])[C:2]=12

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 21490321HCID 21490321, compound

Product 1

HCID 22759436HCID 22759436, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of o-bromophenyl 4,5,6,7-tetrahydro-1H-1,3-diazepin-2-yl ketone (0.7 g.) in dry dimethylformamide (5 ml.) was stirred with potassium carbonate (0.35 g.) and cupric oxide (0.030 g.) at 90°C for 2 hr. under nitrogen. The mixture was diluted with benzene (100 ml.), filtered, washed with water (3 × 50 ml.) and dried over magnesium sulphate. After removal of the solvent under reduced pressure the residue was extracted with hot cyclohexane (ca.150 ml). The extracts slowly crystallised to give the 2,3,4,5-tetrahydro-1,3-diazepino[1,2-a]-indol-11-one as reddish-brown needles (0.179 g.) m.p. 137° - 139°C(dec.). An analytical sample was recrystallised from toluene, m.p. 140° - 141°C(dec.)

Workup

  1. filtrationfiltered
  2. washwashed with water (3 × 50 ml.)
  3. dry with materialdried over magnesium sulphate
  4. customAfter removal of the solvent under reduced pressure the residue
  5. extractionwas extracted with hot cyclohexane (ca.150 ml)
  6. customThe extracts slowly crystallised

Sources & evidence

ORD record
ord-1c5e886d6e1247baa5df203824aa7da5
Source dataset
uspto-grants-1976_12
Patent number
US03998842

Reaction notes

Loading…