Ammonia → HCID 178517257, compound

HRID 24798Notes

Reaction equation

HRID 24798 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[CH:10][CH:11]=2)[C:6](=[C:16](OC)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:5]1=[O:25])(=O)C.[Cl:26][C:27]1[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=1.N>ClCCl>[Cl:26][C:27]1[CH:33]=[CH:32][C:30]([NH:31]/[C:16](=[C:6]2\[C:5](=[O:25])[NH:4][C:12]3[C:7]\2=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[CH:10][CH:11]=3)/[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:29][CH:28]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 78124-ChloroanilineHCID 541401551-Acetyl-3-(1-methoxy-1-phenyl-methylidene)-5-nitro-2-indolinone

Product 1

HCID 178517257HCID 178517257, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.5 g (1.5 mmol) of 1-acetyl-3-(1-methoxy-1-phenyl-methylidene)-5-nitro-2-indolinone are dissolved in 20 ml of dichloromethane and after the addition of 0.57 g (4.5 mmol) of 4-chloroaniline stirred for 72 hours at ambient temperature. Then 3 ml of methanolic ammonia are added and stirred for 48 hours. After removal of the solvent in vacuo the residue is triturated with ether, suction filtered and dried.

Workup

  1. stirringstirred for 48 hours
  2. customAfter removal of the solvent in vacuo the residue
  3. customis triturated with ether, suction
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-82811ad8c6c54b65a13d309d07419eac
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Reaction notes

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