Hydrogen Bromide → HCID 13689079, compound

HRID 364212Notes

Reaction equation

HRID 364212 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]([CH2:11][CH2:12][N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[N:6]=[C:5]3[C:18]4[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=4[Se:20][C:3]=1[C:4]=23.Br.Br[CH2:27][CH2:28][NH2:29].Br>C(O)C>[CH2:14]([N:13]([CH2:16][CH3:17])[CH2:12][CH2:11][N:7]1[C:8]2[CH:9]=[CH:10][C:2]([NH:1][CH2:27][CH2:28][NH2:29])=[C:3]3[Se:20][C:19]4[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=4[C:5]([C:4]=23)=[N:6]1)[CH3:15]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 27742172-Bromoethylamine hydrobromide2×HCID 13689078HCID 13689078, compound

Product 1

HCID 13689079HCID 13689079, compoundYield 81.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 3.7 g (0.01 mole) of 5-amino-N,N-diethyl-2H[1]benzoselenino[4,3,2-cd]indazole-2-ethanamine, 5.9 g (0.029 mole) of 2-bromoethylamine, hydrobromide, and 25 ml of ethanol is heated under reflux for ten hours. Additional 2-bromoethylamine, hydrobromide (2.0 g) is added and the solution is heated at reflux for 38 hours, then allowed to cool to 25° C. The solids are collected and washed with cold ethanol to give 3.5 g of the dried product as a salt with 2.8 equivalents of hydrogen bromide; mp 268°-270° C. (dec.).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for ten hours
  3. temperaturethe solution is heated
  4. temperatureat reflux for 38 hours
  5. customThe solids are collected
  6. washwashed with cold ethanol

Sources & evidence

ORD record
ord-f69f59538d474bb6a43b24baf66a8798
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

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