Hydrochloric Acid → HCID 19390688, compound

HRID 1756591Notes

Reaction equation

HRID 1756591 reaction equation
[C:1]([C:6]1[CH:7]=[C:8]2[C:20](=[CH:21][CH:22]=1)[N:19]1[C:10](=[N:11][C:12]3[C:17]([C:18]1=[O:23])=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:9]2=[O:24])([O:3]CC)=[O:2].Cl>C[Si](I)(C)C.CCOCC.[OH-].[Na+]>[C:1]([C:6]1[CH:7]=[C:8]2[C:20](=[CH:21][CH:22]=1)[N:19]1[C:10](=[N:11][C:12]3[C:17]([C:18]1=[O:23])=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:9]2=[O:24])([OH:3])=[O:2]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 478657HCID 478657, compound

Product 1

HCID 19390688HCID 19390688, compound

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 14798Sodium HydroxideSolventHCID 85247Trimethylsilyl iodideSolvent

Procedure

A solution of 8-carboethoxyindolo[2,1-b]quinazoline-6,12-dione (2 mmol, from Example 42) in 3 mL of trimethylsilyl iodide (TMSI) is heated to 100° C. for 4 h. The reaction mixture is cooled to room temperature, diluted with ether, and 3 mL of 0.5N NaOH solution is added. The reaction mixture is acidified with 6N HCl and extracted with chloroform. The chloroform extracts are dried, filtered, and concentrated to give 8-carboxyindolo[2,1-b]quinazoline-6,12-dione.

Workup

  1. additionis added
  2. extractionextracted with chloroform
  3. dry with materialThe chloroform extracts are dried
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ce1f83515d604c89b694691b2e6445e0
Source dataset
uspto-grants-1995_08
Patent number
US05441955

Reaction notes

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