1H-Indazole-5,6-diamine → 6-(5-chlorothien-2-yl)-1H-pyrazolo[3,4-g]quinoxaline 7-(5-chlorothien-2-yl)-1H-pyrazolo[3,4-g]quinoxaline

HRID 2260110

Reaction equation

HRID 2260110 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[NH:7][N:6]=[CH:5]2.[Cl:12][C:13]1[S:14][C:15]([C:18](=O)[CH:19]=O)=[CH:16][CH:17]=1>C(O)C>[Cl:12][C:13]1[S:14][C:15]([C:18]2[CH:19]=[N:1][C:2]3[CH:3]=[C:4]4[CH:5]=[N:6][NH:7][C:8]4=[CH:9][C:10]=3[N:11]=2)=[CH:16][CH:17]=1.[Cl:12][C:13]1[S:14][C:15]([C:18]2[CH:19]=[N:11][C:10]3[CH:9]=[C:8]4[NH:7][N:6]=[CH:5][C:4]4=[CH:3][C:2]=3[N:1]=2)=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 819001H-Indazole-5,6-diamineHCID 187887102-Chloro-5-glyoxyloylthiophene

Product 1

HCID 189998206-(5-chlorothien-2-yl)-1H-pyrazolo[3,4-g]quinoxaline 7-(5-chlorothien-2-yl)-1H-pyrazolo[3,4-g]quinoxaline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a mixture of 5,6-diaminoindazole (0.5 g) in 30 ml absolute ethanol is added slowly a solution of 2-chloro-5-glyoxyloylthiophene (0.72 g) and 20 ml ethanol. The resulting mixture is stirred at room temperature for 4.5 hours. The yellow solid which forms is filtered off, washed with ethanol then with hexane and air dried overnight.

Workup

  1. filtrationThe yellow solid which forms is filtered off
  2. washwashed with ethanol
  3. dry with materialwith hexane and air dried overnight

Sources & evidence

ORD record
ord-5922bbc9349b42c8bc5ca660f6846243
Source dataset
uspto-grants-1995_12
Patent number
US05476851

Linked notes

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