Water → 5-(2,4-Dinitrophenylthio)-1-(2-ureidoethyl)tetrazole

HRID 1439393Notes

Reaction equation

HRID 1439393 reaction equation
C(=O)(O)[O-].[Na+].[O-:6][C:7]#[N:8].[K+].O.Cl.[NH2:12][CH2:13][CH2:14][N:15]1[C:19]([S:20][C:21]2[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][C:22]=2[N+:30]([O-:32])=[O:31])=[N:18][N:17]=[N:16]1>C(O)(=O)C>[N+:30]([C:22]1[CH:23]=[C:24]([N+:27]([O-:29])=[O:28])[CH:25]=[CH:26][C:21]=1[S:20][C:19]1[N:15]([CH2:14][CH2:13][NH:12][C:7]([NH2:8])=[O:6])[N:16]=[N:17][N:18]=1)([O-:32])=[O:31]

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 11378442Potassium cyanateHCID 203828111-(2-Aminoethyl)-5-(2,4-dinitrophenylthio)tetrazole hydrochloride

Product 1

HCID 203236725-(2,4-Dinitrophenylthio)-1-(2-ureidoethyl)tetrazole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 0.84 g. (0.010 mol.) of sodium bicarbonate and 0.81 g. (0.010 mol.) of potassium cyanate in 35 ml. of water containing 2.5 ml. of glacial acetic acid was added 3.15 g. (0.010 mol.) of 1-(2-aminoethyl)-5-(2,4-dinitrophenylthio)tetrazole hydrochloride. The mixture was refluxed for 2.5 hours, then it was filtered and the solid product was washed with water and recrystallized from methanol-acetone to give 5-(2,4-dinitrophenylthio)-1-(2-ureidoethyl)tetrazole, m.p. 190°-191° (d).

Workup

  1. temperatureThe mixture was refluxed for 2.5 hours
  2. filtrationit was filtered
  3. washthe solid product was washed with water
  4. customrecrystallized from methanol-acetone

Sources & evidence

ORD record
ord-194cde2d5f284f86a64ffb64d375c3e8
Source dataset
uspto-grants-1977_11
Patent number
US04059591

Reaction notes

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