Hydrochloric Acid → HCID 54160262, compound

HRID 1763656Notes

Reaction equation

HRID 1763656 reaction equation
I[C:2]1[CH:21]=[CH:20][C:5]2[CH2:6][CH2:7][N:8]3[CH:19]=[CH:18][CH:17]=[C:9]3[C:10](=[CH:11][CH2:12][CH2:13][N:14]([CH3:16])[CH3:15])[C:4]=2[CH:3]=1.Cl.[CH3:23][N:24](C)C=O>>[C:23]([C:2]1[CH:21]=[CH:20][C:5]2[CH2:6][CH2:7][N:8]3[CH:19]=[CH:18][CH:17]=[C:9]3[C:10](=[CH:11][CH2:12][CH2:13][N:14]([CH3:16])[CH3:15])[C:4]=2[CH:3]=1)#[N:24]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 53844603HCID 53844603, compound

Product 1

HCID 54160262HCID 54160262, compound

Procedure

A stirred mixture of 1 gm. of 9-iodo-11-(3-dimethylaminopropylidene)-6,11-dihydro-5H-pyrrolo[2,1-b][3]benzazepine, 1 gm. of cuprous cyanide, and 5 ml. of dimethylformamide is heated to reflux for 5 hr. The mixture is then poured into a solution of 4 gm. of ferric chloride hydrate in 25 ml. of 2 N hydrochloric acid. After stirring the resulting mixture at 60° for 30 min., it is extracted with 3 × 50 ml. of ethyl acetate. The aqueous acidic solution is then basified with sodium hydroxide and extracted with 3 × 50 ml. of ether. The combined ether extracts are then dried and evaporated to yield 9-cyano-11-(3-dimethylaminopropylidene)-6,11-dihydro-5H-pyrrolo[2,1-b][3]benzazepine.

Workup

  1. additionA stirred mixture of 1 gm
  2. temperatureto reflux for 5 hr
  3. additionThe mixture is then poured into a solution of 4 gm
  4. extractionit is extracted with 3 × 50 ml
  5. extractionextracted with 3 × 50 ml
  6. dry with materialThe combined ether extracts are then dried
  7. customevaporated

Sources & evidence

ORD record
ord-3e2dacae349f46e2bc8aadfdb7fb4037
Source dataset
uspto-grants-1978_09
Patent number
US04112112

Reaction notes

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