Acetic Acid → HCID 13469430, compound

HRID 2290276Notes

Reaction equation

HRID 2290276 reaction equation
[O-:1][C:2]#[N:3].[K+].[NH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:17]([CH3:23])[NH:18][C:19](=[O:22])[NH:20][N:21]=2)=[CH:12][CH:11]=1.C(O)(=O)C.CO>O>[NH:5]([CH2:6][CH2:7][CH2:8][NH:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:17]([CH3:23])[NH:18][C:19](=[O:22])[NH:20][N:21]=2)=[CH:14][CH:15]=1)[C:2]([NH2:3])=[O:1]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 887MethanolHCID 11378442Potassium cyanateHCID 13469451HCID 13469451, compound

Product 1

HCID 13469430HCID 13469430, compoundYield 32.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Potassium cyanate (0.516 g) was added to a solution of 6-[4-(3-aminopropylamino)phenyl]-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (1.66 g), acetic acid (0.382 g) and methanol (10 ml) in water (20 ml), and the mixture was stirred for 60 hours at room temperature. The resulting precipitates were collected by filtration, washed with water and recrystallized from 80% aqueous ethanol to give 6-[4-(3-ureidopropylamino)phenyl]-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (0.62 g).

Workup

  1. customThe resulting precipitates
  2. filtrationwere collected by filtration
  3. washwashed with water
  4. customrecrystallized from 80% aqueous ethanol

Sources & evidence

ORD record
ord-7580e10646754e7ab3c008f4476c1b46
Source dataset
uspto-grants-1986_10
Patent number
US04616015

Reaction notes

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