Acetic Acid → HCID 13152887, compound

HRID 1763631Notes

Reaction equation

HRID 1763631 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[N:11]([CH:12]=1)[CH2:10][CH2:9][C:8]1[CH:13]=[CH:14][CH:15]=[CH:16][C:7]=1[C:6]2=[O:17])#[N:2].Cl.C(O)(=[O:21])C>>[C:1]([C:3]1[CH:4]=[C:5]2[N:11]([CH:12]=1)[CH2:10][CH2:9][C:8]1[CH:13]=[CH:14][CH:15]=[CH:16][C:7]=1[C:6]2=[O:17])(=[O:21])[NH2:2]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 13152849HCID 13152849, compound

Product 1

HCID 13152887HCID 13152887, compoundYield 83%

Procedure

2-Cyano-6,11-dihydro-5H-pyrrolo[2,1-b][3]benzazepin-11-one (30 g., 0.135 mole) in 100 ml. of concentrated hydrochloric acid and 100 ml. of acetic acid was refluxed for 2 hours. It was then poured onto 500 ml. of water and continuously extracted with methylene chloride. The solution, from which crystals deposited during the extraction, was left to cool to room temperature and filtered to afford 2-carbamoyl-6,11-dihydro-11-oxo-5H-pyrrolo[2,1-b][3]benzazepine (27 g. 83%), m.p. 228° C.

Workup

  1. additionIt was then poured onto 500 ml
  2. extractionof water and continuously extracted with methylene chloride
  3. extractionThe solution, from which crystals deposited during the extraction
  4. waitwas left
  5. filtrationfiltered

Sources & evidence

ORD record
ord-3580780e4e104c5596c52e1d864b4bbf
Source dataset
uspto-grants-1978_09
Patent number
US04112112

Reaction notes

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