Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester → HCID 23042753, compound

HRID 2165507Notes

Reaction equation

HRID 2165507 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([N:14]=[C:15]=[O:16])(=[O:13])=[O:12])=[O:4].[NH2:17][C:18]1[C:19](=[O:26])[N:20]([CH3:25])[C:21]([CH3:24])=[CH:22][N:23]=1>O1CCOCC1>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([NH:14][C:15](=[O:16])[NH:17][C:18]1[C:19](=[O:26])[N:20]([CH3:25])[C:21]([CH3:24])=[CH:22][N:23]=1)(=[O:12])=[O:13])=[O:4]

Participants

4

Reactant 2

HCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 23042754HCID 23042754, compound

Product 1

HCID 23042753HCID 23042753, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 1.218 g of 2-methoxycarbonylphenylsulfonyl isocyanate, 0.7 g of 3-amino-1,6-dimethylpyrazin-2-one and 15 ml of absolute dioxane is refluxed for 3 hours. The reaction mixture is evaporated to dryness and the residue is crystallized by treatment with acetone. 0.9 g of 3-[3-(2-methoxycarbonylphenylsulfonyl)-ureido]-1,6-dimethylpyrazin-2-one with a melting point of 192°-193° C. are thus obtained.

Workup

  1. temperatureis refluxed for 3 hours
  2. customThe reaction mixture is evaporated to dryness
  3. customthe residue is crystallized by treatment with acetone

Sources & evidence

ORD record
ord-19d2754f2b664d2391cc9b030b21e905
Source dataset
uspto-grants-1990_07
Patent number
US04940482

Reaction notes

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