Methanesulfonic Acid → HCID 23044834, compound

HRID 2352124Notes

Reaction equation

HRID 2352124 reaction equation
[C:1]1([C:7]2[C:8]([S:13](S(N)(=O)=O)(=[O:15])=[O:14])=[N:9][CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:20][O:21][C:22]1[CH:27]=[C:26]([O:28][CH3:29])[N:25]=[C:24]([N:30](C2C=CC=CC=2)[C:31](=[O:33])[O-])[N:23]=1.[N:40]12CCCN=C1CCCCC2.CS(O)(=O)=O>C(#N)C>[C:1]1([C:7]2[C:8]([S:13]([NH:40][C:31]([NH:30][C:24]3[N:23]=[C:22]([O:21][CH3:20])[CH:27]=[C:26]([O:28][CH3:29])[N:25]=3)=[O:33])(=[O:15])=[O:14])=[N:9][CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 6395Methanesulfonic AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 22104197HCID 22104197, compoundHCID 23044835HCID 23044835, compound

Product 1

HCID 23044834HCID 23044834, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

1.9 g of 3-phenyl-pyridin-2-ylsulfonylsulfonamide and 2.2 g of N-(4,6-dimethoxy-pyrimidin-2-yl)-phenylcarbamat are dispersed in 40 ml of acetonitrile. A solution of 1.2 ml 1,8-diazabicyclo[5.4.0]undec-7-ene in 5 ml of acetonitrile are added dropwise, whereby a clear solution is obtained. This reaction solution is kept at room temperature for 16 hours. Then 0.7 ml of methanesulfonic acid and subsequently 15 ml of ice-water are added. A colourless percipitate is formed, which is collected, washed with water and dried. The separated precipitate is treated with ether and dried, yielding 3.2 g of N-(3-phenyl-pyridin-2-ylsulfonyl)-N'-(4,6-dimethoxypyrimidin-2-yl) urea, having a melting point of 181° C. with decomposition.

Workup

  1. customwhereby a clear solution is obtained
  2. customA colourless percipitate is formed
  3. customwhich is collected
  4. washwashed with water
  5. customdried
  6. additionThe separated precipitate is treated with ether
  7. customdried

Sources & evidence

ORD record
ord-f4eb0fcc449e426ba4c3e0dbfa2a58eb
Source dataset
uspto-grants-1989_10
Patent number
US04875923

Reaction notes

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