Acetic Acid → HCID 13152887, compound

HRID 616609Notes

Reaction equation

HRID 616609 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-596645666d0649a09249b73a397a4605
Source dataset
uspto-grants-1978_02
Patent number
US04075225

Reaction notes

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