Methanesulfonic Acid → HCID 53932011, compound

HRID 2106972Notes

Reaction equation

HRID 2106972 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[C:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:9]=1[S:10]([NH2:13])(=[O:12])=[O:11])=[O:4].[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)[O-:32])[N:23]=1.N12CCCN=C1CCCCC2.CS(O)(=O)=O>O.C(#N)C>[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[C:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:9]=1[S:10]([NH:13][C:31]([NH:30][C:24]1[N:23]=[C:22]([O:21][CH3:20])[CH:27]=[C:26]([O:28][CH3:29])[N:25]=1)=[O:32])(=[O:12])=[O:11])=[O:4]

Participants

7

Reactant 4

HCID 6395Methanesulfonic AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 22104197HCID 22104197, compoundHCID 23046967HCID 23046967, compound

Product 1

HCID 53932011HCID 53932011, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

2.4 g (0.008 mol) of 2-methoxycarbonyl-4-phenylthiophen-3-ylsulfonamide, 2.2 g of N-(4,6-dimethoxypyrimidin-2-yl)phenylcarbamate, 1.2 g of 1,8-diazabicyclo[5.4.0]undec-7-ene and 30 ml of acetonitrile are stirred for 16 hours at room temperature. The reaction mixture is then poured into a mixture of ice and water and acidified with methanesulfonic acid. The resultant precipitate is filtered, washed with water and dried, affording 3.4 g (95%) of N-(2-methoxycarbonyl-4-phenylthiophen-3-ylsulfonyl)-N'-(4,6-dimethoxypyrimidin-2-yl)urea with a melting point of 225°-227° C.

Workup

  1. filtrationThe resultant precipitate is filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-999600579af4437c9ef50d6959fe0c86
Source dataset
uspto-grants-1990_06
Patent number
US04932997

Reaction notes

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