Potassio isocyanate → HCID 19439678, compound

HRID 1734022Notes

Reaction equation

HRID 1734022 reaction equation
Cl.Cl.[NH2:3][CH2:4][C:5]1[CH:6]=[C:7]([C:11]2[N:12]=[C:13]([N:16]=[C:17]([NH2:19])[NH2:18])[S:14][CH:15]=2)[CH:8]=[CH:9][CH:10]=1.[N-:20]=[C:21]=[O:22].[K+]>O>[NH:3]([CH2:4][C:5]1[CH:6]=[C:7]([C:11]2[N:12]=[C:13]([N:16]=[C:17]([NH2:19])[NH2:18])[S:14][CH:15]=2)[CH:8]=[CH:9][CH:10]=1)[C:21]([NH2:20])=[O:22]

Participants

4

Reactant 2

HCID 11051572Potassio isocyanateHCID 19439662HCID 19439662, compound

Product 1

HCID 19439678HCID 19439678, compoundYield 44.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 4-(3-aminomethylphenyl)-2-(diaminomethyleneamino)thiazole dihydrochloride (1.5 g) and potassium isocyanate (0.76 g) in water (30 ml) was stirred at room temperature for 8.5 hours. The resulting precipitate was collected by filtration and then suspended in water (50 ml). The mixture was alkalilied with an aqueous potassium carbonate solution. The resulting precipitate was collected by filtration. Recrystallization from a mixture of methanol and diisopropyl ether afforded 4-(3-ureidomethylphenyl)-2-(diaminomethyleneamino)thiazole (0.6 g).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. filtrationThe resulting precipitate was collected by filtration
  3. customRecrystallization
  4. additionfrom a mixture of methanol and diisopropyl ether

Sources & evidence

ORD record
ord-65841160951c48e7ad89ee7d96b7d0cd
Source dataset
uspto-grants-1996_07
Patent number
US05532258

Reaction notes

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