Sodium Hydroxide → HCID 178506531, compound

HRID 568490Notes

Reaction equation

HRID 568490 reaction equation
Cl.Cl.[N:3]1([CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])[CH:7]=[CH:6][N:5]=[CH:4]1.[OH-].[Na+].[IH:15].CS[C:18]1[C:26]2[CH:27]=[CH:28][CH:29]=[C:24]3[C:25]=2[C:20](=[CH:21][CH:22]=[CH:23]3)[N:19]=1>C(O)C>[IH:15].[N:3]1([CH2:8][CH2:9][CH2:10][CH2:11][NH:12][C:18]2[C:26]3[CH:27]=[CH:28][CH:29]=[C:24]4[C:25]=3[C:20](=[CH:21][CH:22]=[CH:23]4)[N:19]=2)[CH:7]=[CH:6][N:5]=[CH:4]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 128033264-(Imidazole-1-yl)butylamine dihydrochlorideHCID 201506502-Methylthiobenz(cd)indole hydriodide

Product 1

HCID 178506531HCID 178506531, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
-10 °C

Procedure

A 2.2 g portion 4(1H-imidazol-1-yl)butanamine dihydrochloride and 2 ml of 10N sodium hydroxide in 200 ml of ethanol was stirred for 10 minutes and then treated with 3.2 g of 2-(methylthio)benz[cd]indole hydroiodide. This mixture was heated at reflux for 16 hours and then cooled to -10° C. The mixture was reheated to boiling, clarified while hot and the filtrate cooled to -10° C. The solid was collected, washed with ethanol, then ether and dried at 60° C. in vacuo, giving 2.0 g of the desired product, mp 144°-147° C.

Workup

  1. temperatureThis mixture was heated
  2. temperatureat reflux for 16 hours
  3. temperaturecooled to -10° C
  4. customThe solid was collected
  5. washwashed with ethanol
  6. dry with materialether and dried at 60° C. in vacuo

Sources & evidence

ORD record
ord-72ebbe07b26e422c9c52cd89630b8ba0
Source dataset
uspto-grants-1988_03
Patent number
US04728663

Reaction notes

Loading…