Dichloromethane → HCID 13154188, compound

HRID 1438717Notes

Reaction equation

HRID 1438717 reaction equation
[C:1]([C:4]1[N:5](/[CH:11]=[CH:12]\[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[C:7]([C:9]#[N:10])[CH:8]=1)([OH:3])=O.C(Cl)Cl.FC(F)(F)C(OC(=O)C(F)(F)F)=O.[OH-].[NH4+]>O>[C:9]([C:7]1[CH:8]=[C:4]2[N:5]([CH:6]=1)[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:1]2=[O:3])#[N:10]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 9845Trifluoroacetic anhydrideHCID 14923Ammonium HydroxideHCID 13154175HCID 13154175, compound

Product 1

HCID 13154188HCID 13154188, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 35 mg cis-2-carboxy-4-cyano-N-styrylpyrrole in 0.5 ml. of dry methylene chloride was treated with 45 μl. of trifluoroacetic anhydride and stirred for 5 minutes. Stannic chloride (45 μl.) was added and the mixture stirred for 15 minutes. The mixture was poured into water, neutralized with ammonium hydroxide and extracted twice with chloroform. The extract was washed with water, dried over sodium sulfate, and concentrated to dryness. Trituration of the residue with 0.5 ml. of ethyl acetate and filtering gave 2-cyano-11H-pyrrolo[2,1-b][3]benzazepin-11-one, m.p. 197° C.

Workup

  1. extractionextracted twice with chloroform
  2. washThe extract was washed with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated to dryness
  5. filtrationof ethyl acetate and filtering

Sources & evidence

ORD record
ord-31e50a3f62684ff59b997a7e9f8853fb
Source dataset
uspto-grants-1977_11
Patent number
US04056536

Reaction notes

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