Methanesulfonic Acid → 2-(Diaminomethyleneamino)-4-(2-ureidomethylthiazol-4-yl)thiazole methanesulfonate

HRID 1491849Notes

Reaction equation

HRID 1491849 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[NH2:6][C:7](=[N:9][C:10]1[S:11][CH:12]=[C:13]([C:15]2[N:16]=[C:17]([CH2:20][NH:21][C:22]([NH2:24])=[O:23])[S:18][CH:19]=2)[N:14]=1)[NH2:8]>CO>[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[NH2:6][C:7](=[N:9][C:10]1[S:11][CH:12]=[C:13]([C:15]2[N:16]=[C:17]([CH2:20][NH:21][C:22]([NH2:24])=[O:23])[S:18][CH:19]=2)[N:14]=1)[NH2:8]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 189537912-(Diaminomethyleneamino)-4-(2-ureidomethylthiazol-4-yl)thiazole

Product 1

HCID 867482462-(Diaminomethyleneamino)-4-(2-ureidomethylthiazol-4-yl)thiazole methanesulfonateYield 75.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methanesulfonic acid (2.16 g) was added to a suspension of 2-(diaminomethyleneamino)-4-(2-ureidomethylthiazol-4-yl)thiazole (3.19 g) in methanol (95 ml). The mixture was stirred at room temperature for 1 hour. The resulting precipitate was collected by filtration. Recrystallization from a mixture of acetonitrile and water afforded 2-(diaminomethyleneamino)-4-(2-ureidomethylthiazol-4-yl)thiazole methanesulfonate (3.2 g).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customRecrystallization
  3. additionfrom a mixture of acetonitrile and water

Sources & evidence

ORD record
ord-d64ec8cd70884d6287cea325a0cc2f61
Source dataset
uspto-grants-1994_12
Patent number
US05371097

Reaction notes

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