2,4,6-Tris((dimethylamino)methyl)phenol → 6-(5-Isoquinolylthio)-7-nitroquinoxaline

HRID 619744Notes

Reaction equation

HRID 619744 reaction equation
[CH:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([SH:11])[C:5]=2[CH:4]=[CH:3][N:2]=1.F[C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][C:22]=1[N+:23]([O-:25])=[O:24])[N:19]=[CH:18][CH:17]=[N:16]2.C(=O)([O-])[O-].[K+].[K+].CN(CC1C=C(CN(C)C)C(O)=C(CN(C)C)C=1)C>O>[CH:1]1[C:10]2[C:5](=[C:6]([S:11][C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][C:22]=3[N+:23]([O-:25])=[O:24])[N:19]=[CH:18][CH:17]=[N:16]4)[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1

Participants

6

Reactant 4

HCID 70262,4,6-Tris((dimethylamino)methyl)phenolHCID 11430Potassium CarbonateHCID 110519635-IsoquinolinethiolHCID 143623596-Fluoro-7-nitroquinoxaline

Product 1

HCID 218469006-(5-Isoquinolylthio)-7-nitroquinoxalineYield 90.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 5-isoquinolinethiol 220 mg (1.4 mmol), 6-fluoro-7-nitroquinoxaline 260 mg (1.4 mmol), potassium carbonate 380 mg (2.7 mmol) and DMF 3 ml was stirred for 2 hours at 100° C. The reaction solution was poured into water, the precipitates were collected and washed with water, and 6-(5-isoquinolylthio)-7-nitroquinoxaline 410 mg (90.4%) was obtained.

Workup

  1. customthe precipitates were collected
  2. washwashed with water

Sources & evidence

ORD record
ord-52a7690e79e14554b80f94ef838aab0a
Source dataset
uspto-grants-1999_09
Patent number
US05959107

Reaction notes

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