Hydrogen chloride-ethyl acetate → HCID 178507732, compound

HRID 24758

Reaction equation

HRID 24758 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15]/[C:16](=[C:23]2\[C:24](=[O:32])[NH:25][C:26]3[C:31]\2=[CH:30][CH:29]=[CH:28][CH:27]=3)/[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][CH:10]=1)=O)(C)(C)C.C(OCC)(=O)C.Cl>ClCCl.CCOCC>[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15]/[C:16](=[C:23]2\[C:24](=[O:32])[NH:25][C:26]3[C:31]\2=[CH:30][CH:29]=[CH:28][CH:27]=3)/[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 178452787HCID 178452787, compound

Product 1

HCID 178507732HCID 178507732, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

1.7 g (4 mmol) of (Z)-3-[1-(4-tert.butoxycarbonylamino-phenylamino)-1-phenyl-methylidene]-2-indolinone are suspended in 15 ml of dichloromethane and after the addition of 35 ml of ethyl acetate/hydrogen chloride for 18 hours at ambient temperature and stirred for 2 hours at 40° C. After cooling the mixture is diluted with ether and the precipitate is suction filtered. The residue is divided between sodium chloride solution and methylene chloride, the organic extracts are dried and concentrated by evaporation.

Workup

  1. temperatureAfter cooling the mixture
  2. filtrationfiltered
  3. customthe organic extracts are dried
  4. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-8fa7049170a2422889d0449785b89eb9
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Linked notes

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