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

HRID 839598
Notes
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Reaction equation

HRID 839598 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 176
Acetic Acid
Solvent

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-93b80b4eb9374822b5327dcd719bab32
Source dataset
uspto-grants-1978_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04096256

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes