Nitromethane → 1-[(4-Chlorophenyl)methyl]-3-(2-nitroethenyl)indole

HRID 374576Notes

Reaction equation

HRID 374576 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([CH:16]=O)=[CH:8]2)=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+].[N+:25]([CH3:28])([O-:27])=[O:26]>>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([CH:16]=[CH:28][N+:25]([O-:27])=[O:26])=[CH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 872445Oncrasin 1

Product 1

HCID 8965901-[(4-Chlorophenyl)methyl]-3-(2-nitroethenyl)indole

Procedure

80.9 g of 1-(4-chlorobenzyl)-3-formylindole, prepared in Example 5, 18 g of ammonium acetate and 300 ml of nitromethane are refluxed for 30 min.

Workup

  1. temperatureare refluxed for 30 min.

Sources & evidence

ORD record
ord-4759699f52334bb3a7cddee95f292961
Source dataset
uspto-grants-1996_01
Patent number
US05480983

Reaction notes

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