Formic Acid → HCID 23464496, compound

HRID 444170Notes

Reaction equation

HRID 444170 reaction equation
[C:1]([C:3]1[CH:18]=[CH:17][C:6]2[C:7](=[O:16])[NH:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[S:11][C:5]=2[CH:4]=1)#N.C(O)=[O:20]>[Ni]>[O:16]=[C:7]1[C:6]2[CH:17]=[CH:18][C:3]([CH:1]=[O:20])=[CH:4][C:5]=2[S:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[NH:8]1

Participants

4

Reactant 2

HCID 284Formic AcidHCID 23464473HCID 23464473, compound

Product 1

HCID 23464496HCID 23464496, 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][1,4]thiazepin 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 1 N 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 1 N sodium bicarbonate until neutral
  8. customDry the
  9. extractionneutral extract over sodium sulfate
  10. concentrationconcentrate to dryness

Sources & evidence

ORD record
ord-e394b9583e454aa5bfcc23f6bc0e3154
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Reaction notes

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