Hydrochloric Acid → HCID 13141176, compound

HRID 1763636Notes

Reaction equation

HRID 1763636 reaction equation
I[C:2]1[CH:16]=[CH:15][C:5]2[CH2:6][CH2:7][N:8]3[CH:14]=[CH:13][CH:12]=[C:9]3[C:10](=[O:11])[C:4]=2[CH:3]=1.Cl.[CH3:18][N:19](C)C=O>>[C:18]([C:2]1[CH:16]=[CH:15][C:5]2[CH2:6][CH2:7][N:8]3[CH:14]=[CH:13][CH:12]=[C:9]3[C:10](=[O:11])[C:4]=2[CH:3]=1)#[N:19]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 13152859HCID 13152859, compound

Product 1

HCID 13141176HCID 13141176, compound

Procedure

A stirred mixture of 1 gm. of 9-iodo-6,11-dihydro-5H-pyrrolo[2,1-b][3]benzazepin-11-one, 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 2N hydrochloric acid. After stirring the resulting mixture at 60° for 30 min., it is extracted with 3 × 50 ml. of ethyl acetate, the organic extracts washed with 3 × 100 ml. of water and dried over Na2SO4. Evaporation of the dried solution yields 9-cyano-6,11-dihydro-5H-pyrrolo-[2,1-b][3]benzazepin-11-one, m.p. 127°-128° C.

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. washof ethyl acetate, the organic extracts washed with 3 × 100 ml
  6. dry with materialof water and dried over Na2SO4
  7. customEvaporation of the dried solution

Sources & evidence

ORD record
ord-73f18fbba8584c7b9390a102e5adb5f7
Source dataset
uspto-grants-1978_09
Patent number
US04112112

Reaction notes

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