2,3-Dichlorobenzene-1-sulfonyl chloride → HCID 59168115, compound

HRID 1444071Notes

Reaction equation

HRID 1444071 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH2:10])=[N:5][C:6]([CH3:9])=[CH:7][N:8]=1.[Cl:11][C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=1[S:19](Cl)(=[O:21])=[O:20]>N1C=CC=CC=1>[Cl:11][C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=1[S:19]([NH:10][C:4]1[C:3]([O:2][CH3:1])=[N:8][CH:7]=[C:6]([CH3:9])[N:5]=1)(=[O:21])=[O:20]

Participants

4

Reactant 2

HCID 27342222,3-Dichlorobenzene-1-sulfonyl chlorideHCID 54384494HCID 54384494, compound

Product 1

HCID 59168115HCID 59168115, compoundYield 56.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 3-methoxy-6-methyl-2-pyrazinamine (Example 194a) (0.050 g) and 2,3-dichlorobenzenesulphonyl chloride (0.098 g) in pyridine (0.3 mL) was stirred at room temperature for 18 h. Solvent was evaporated to give a residue which was purified by chromatography on silica gel eluting with dichloromethane/ethyl acetate/acetic acid (200:4:1) giving the title compound as a pale orange solid (0.071 g).

Workup

  1. customSolvent was evaporated
  2. customto give a residue which
  3. customwas purified by chromatography on silica gel eluting with dichloromethane/ethyl acetate/acetic acid (200:4:1)

Sources & evidence

ORD record
ord-211e4ba2be62498686e63f67beccb574
Source dataset
uspto-grants-2010_02
Patent number
US07662825B2

Reaction notes

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