Sodium Hydroxide → HCID 10149676, compound

HRID 2187655Notes

Reaction equation

HRID 2187655 reaction equation
S(C1C=CC(C)=CC=1)(O)(=O)=O.[CH2:12]([NH2:15])[CH2:13][NH2:14].[Cl:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][C:21]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=1)=[C:20]2[C:33]#N.[OH-].[Na+]>O>[Cl:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][C:21]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=1)=[C:20]2[C:33]1[NH:14][CH2:13][CH2:12][N:15]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 2250301,2-Ethanediamine, 4-methylbenzenesulfonate (1:?)HCID 18476337HCID 18476337, compound

Product 1

HCID 10149676HCID 10149676, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethylendiamine tosylate (929 mg, 4.0 mmol) and 5-chloro-3-cyano-2-(3-fluorophenyl)-1H-indole (0.27 g, 1.0 mmol) were thoroughly mixed in a mortar and heated with melting at 320° C. for 10 min. After cooling it was stirred with a small amount of water, and the mixture was brought to pH9 with 2N sodium hydroxide. The precipitate was collected by filtration, washed with water, and dried in vacuo. The title imidazoline was isolated by chromatography on silica gel with dichloromethane/10% ethanolic ammonia 9:1 and recrystallized from methanol.

Workup

  1. temperatureheated with melting at 320° C. for 10 min
  2. temperatureAfter cooling it
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-01f98fc97e6d4377a1b7160aa330346f
Source dataset
uspto-grants-2002_06
Patent number
US06410562B1

Reaction notes

Loading…