Pyridine → HCID 22096992, compound

HRID 1458572Notes

Reaction equation

HRID 1458572 reaction equation
[NH2:1][C:2]1[C:11]([Cl:12])=[C:10]([Cl:13])[CH:9]=[C:8]2[C:3]=1[N:4]=[C:5]([O:16][CH3:17])[C:6]([O:14][CH3:15])=[N:7]2.[C:18]1([S:24](Cl)(=[O:26])=[O:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.N1C=CC=CC=1.C(OCC)(=O)C.O>ClCCl>[Cl:12][C:11]1[C:2]([NH:1][S:24]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)(=[O:26])=[O:25])=[C:3]2[C:8](=[CH:9][C:10]=1[Cl:13])[N:7]=[C:6]([O:14][CH3:15])[C:5]([O:16][CH3:17])=[N:4]2

Participants

6

Reactant 4

HCID 1049PyridineHCID 7369Benzenesulfonyl chlorideHCID 106066205-Amino-6,7-dichloro-2,3-dimethoxyquinoxalineHCID 22728543Water ethylacetate

Product 1

HCID 22096992HCID 22096992, compoundYield 30.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 5-amino-6,7-dichloro-2,3-dimethoxyquinoxaline (Preparation 1) (548 mg, 2.0 mmol), benzenesulphonyl chloride (1.28 ml, 10 mmol) and pyridine (0.8 ml, 10 mmol) in dry dichloromethane (30 ml) was stirred at reflux for 100 hours. The mixture was poured into ethyl acetate/water and a white solid was filtered off, washed with water, ethyl acetate, then ether, and dried at 80° C. in vacuo to give the title compound (250 mg, 30%), m.p. 292°-293° C.

Workup

  1. temperatureat reflux for 100 hours
  2. filtrationa white solid was filtered off
  3. washwashed with water, ethyl acetate
  4. dry with materialether, and dried at 80° C. in vacuo

Sources & evidence

ORD record
ord-3c98b14d96e349cb96f0830357d0e6f8
Source dataset
uspto-grants-1998_12
Patent number
US05852016

Reaction notes

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