Formic Acid → HCID 20270219, compound

HRID 485462Notes

Reaction equation

HRID 485462 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[C:12](=[O:13])[CH2:11][C:10]3[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=3[S:8][C:7]=2[CH:18]=1)#N.C(O)=[O:20]>[Ni]>[O:13]=[C:12]1[CH2:11][C:10]2[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=2[S:8][C:7]2[CH:18]=[C:3]([CH:1]=[O:20])[CH:4]=[CH:5][C:6]1=2

Participants

4

Reactant 2

HCID 284Formic AcidHCID 13151854HCID 13151854, compound

Product 1

HCID 20270219HCID 20270219, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

Heat a mixture of 5.0 gm. of 3-cyano-10,11-dihydro-11-oxodibenzo[b,f]thiepin and 4.0 gm. of Raney nickel alloy in 60 ml. of 75% (v/v) aqueous formic acid at reflux for 1.5 hours. Cool to room temperature and filter. Concentrate to small volume and extract with methylene chloride. Wash the extract with water and with 1N sodium bicarbonate until neutral. Dry the neutral extract over sodium sulfate and concentrate to dryness to obtain the title product.

Workup

  1. temperatureHeat
  2. additiona mixture of 5.0 gm
  3. filtrationfilter
  4. concentrationConcentrate to small volume
  5. extractionextract with methylene chloride
  6. washWash the
  7. extractionextract with water and with 1N sodium bicarbonate until neutral
  8. customDry the
  9. extractionneutral extract over sodium sulfate
  10. concentrationconcentrate to dryness

Sources & evidence

ORD record
ord-75b8480172b3466e8dd005a6e6b74e6f
Source dataset
uspto-grants-1985_08
Patent number
US04536507

Reaction notes

Loading…