Pyridine → HCID 58493965, compound

HRID 2360507Notes

Reaction equation

HRID 2360507 reaction equation
[CH:1]([C:5]1[CH:6]=[C:7]([NH2:14])[C:8]([O:12][CH3:13])=[C:9]([NH2:11])[CH:10]=1)([CH2:3][CH3:4])[CH3:2].N1C=CC=CC=1.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>ClCCl>[NH2:14][C:7]1[C:8]([O:12][CH3:13])=[C:9]([NH:11][S:22]([CH3:21])(=[O:24])=[O:23])[CH:10]=[C:5]([CH:1]([CH2:3][CH3:4])[CH3:2])[CH:6]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 58493975HCID 58493975, compound

Product 1

HCID 58493965HCID 58493965, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

1.46 g of 5-sec-butyl-2-methoxy-1,3-diamino-benzene are dissolved in 20 ml dichloromethane, combined with 1.21 ml of pyridine and cooled to 0° C. 600 μl of methanesulphonic acid chloride are added, the mixture is allowed to come up to ambient temperature and stirred for 2 hours. The solvents are eliminated in vacuo and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 80:20 to 20:80).

Workup

  1. customto come up to ambient temperature
  2. customthe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 80:20 to 20:80)

Sources & evidence

ORD record
ord-f6e344a4addf4eeab86c552e2daa8301
Source dataset
uspto-grants-2014_04
Patent number
US08686022B2

Reaction notes

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