2-Bromoethylamine hydrobromide → N-[2-[2-(Diethylamino)ethyl]-8-methoxy-2H[1]benzothiopyrano[4,3,2-cd]indazol-5-yl]-1,2-ethanediamine, hydrobromide salt

HRID 364201Notes

Reaction equation

HRID 364201 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][C:22]([O:25][CH3:26])=[CH:21][C:19]=4[S:20][C:3]=1[C:4]=23.Br.[Br:28][CH2:29][CH2:30][NH2:31]>CCO>[BrH:28].[CH2:16]([N:13]([CH2:14][CH3:15])[CH2:12][CH2:11][N:7]1[C:8]2[CH:9]=[CH:10][C:2]([NH:1][CH2:29][CH2:30][NH2:31])=[C:3]3[S:20][C:19]4[CH:21]=[C:22]([O:25][CH3:26])[CH:23]=[CH:24][C:18]=4[C:5]([C:4]=23)=[N:6]1)[CH3:17]

Participants

4

Reactant 2

HCID 27742172-Bromoethylamine hydrobromideHCID 144067865-amino-N,N-diethyl-8-methoxy-2H-[1]benzothiopyrano[4,3,2-cd]indazole-2-ethanamine

Product 1

HCID 131714813N-[2-[2-(Diethylamino)ethyl]-8-methoxy-2H[1]benzothiopyrano[4,3,2-cd]indazol-5-yl]-1,2-ethanediamine, hydrobromide saltYield 39.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Reaction of a solution of 4.5 g (0.0122 mol) of 5-amino-N,N-diethyl-8-methoxy-2H[1]benzothiopyrano-[4,3,2-cd]indazole-2-ethanamine and 7.5 g (0.0366 mol) of 2-bromoethylamine, hydrobromide, in 40 ml of EtOH as described in Example 38 gave 2.4 g of product.

Sources & evidence

ORD record
ord-b237944410214f3db8c43b4cd7eb2d09
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

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