Potassium Carbonate → HCID 18953821, compound

HRID 2379873Notes

Reaction equation

HRID 2379873 reaction equation
Cl.Cl.Cl.[NH2:4][CH2:5][CH2:6][C:7]1[N:12]=[C:11]([C:13]2[N:14]=[C:15]([N:18]=[C:19]([NH2:21])[NH2:20])[S:16][CH:17]=2)[CH:10]=[CH:9][CH:8]=1.[O-:22][C:23]#[N:24].[K+].C(=O)([O-])[O-].[K+].[K+]>O>[NH2:20][C:19](=[N:18][C:15]1[S:16][CH:17]=[C:13]([C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([CH2:6][CH2:5][NH:4][C:23]([NH2:24])=[O:22])[N:12]=2)[N:14]=1)[NH2:21]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11378442Potassium cyanateHCID 18953825HCID 18953825, compound

Product 1

HCID 18953821HCID 18953821, compoundYield 44.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-[6-(2-aminoethyl)pyridin-2-yl]-2-(diaminomethyleneamino)thiazole trihydrochloride (1.5 g) and potassium cyanate (0.5 g) in water (30 ml) was stirred for 5 hours at ambient temperature. The reaction mixture was adjusted to pH 9.5 with potassium carbonate and the mixture was extracted with a mixture of tetrahydrofuran and ethyl acetate. The extract layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo to give 2-(diaminomethyleneamino)-4-[6-(2-ureidoethyl)pyridin-2-yl]thiazole (0.55 g).

Workup

  1. extractionthe mixture was extracted with a mixture of tetrahydrofuran and ethyl acetate
  2. washThe extract layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-83272aad51044fdf86b1228272702722
Source dataset
uspto-grants-1994_11
Patent number
US05364871

Reaction notes

Loading…