1-Chloroethyl chloroformate → HCID 178485767, compound

HRID 24778

Reaction equation

HRID 24778 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]([N:17]([C:19]2[CH:24]=[CH:23][C:22]([NH:25]/[C:26](=[C:33]3\[C:34](=[O:42])[NH:35][C:36]4[C:41]\3=[CH:40][CH:39]=[CH:38][CH:37]=4)/[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:21][CH:20]=2)[CH3:18])=[O:16])[CH2:10][CH2:9]1)C1C=CC=CC=1.[Cl:43]C(OC(Cl)C)=O>ClCCl>[ClH:43].[ClH:43].[N:11]1([CH2:14][C:15]([N:17]([C:19]2[CH:24]=[CH:23][C:22]([NH:25]/[C:26](=[C:33]3\[C:34](=[O:42])[NH:35][C:36]4[C:41]\3=[CH:40][CH:39]=[CH:38][CH:37]=4)/[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:21][CH:20]=2)[CH3:18])=[O:16])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 5213051-Chloroethyl chloroformateHCID 178485769HCID 178485769, compound

Product 1

HCID 178485767HCID 178485767, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

390 mg (0.7 mmol) of (Z)-3-{1-[4-(N—(N-benzylpiperazinomethylcarbonyl)-N-methylamino)-phenylamino]-1-phenyl-methylidene}-2-indolinone are dissolved in 20 ml of dichloromethane and after the addition of 0.2 g (1.4 mmol) of 1-chloroethyl chloroformate heated for 30 minutes at ambient temperature and refluxed for 60 minutes. The solvent is concentrated by evaporation, the residue is combined with 10 ml of methanol and refluxed for 90 minutes. After 18 hours stirring at ambient temperature, the product is suction filtered, washed with methanol and dried.

Workup

  1. temperaturerefluxed for 60 minutes
  2. concentrationThe solvent is concentrated by evaporation
  3. temperaturerefluxed for 90 minutes
  4. filtrationfiltered
  5. washwashed with methanol
  6. customdried

Sources & evidence

ORD record
ord-1e02debe0c2c40d8bd1bb285536265c9
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Linked notes

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