HCID 54323423, compound → HCID 19875685, compound

HRID 1886314Notes

Reaction equation

HRID 1886314 reaction equation
C([O:3][P:4]([CH2:9][CH2:10][CH2:11][NH:12][C:13](=[O:28])[NH:14][C:15]1[CH:16]=[C:17]([C:21]2[N:22]([CH3:27])[N:23]=[N:24][C:25]=2[SH:26])[CH:18]=[CH:19][CH:20]=1)([O:6]CC)=[O:5])C>Cl>[P:4]([CH2:9][CH2:10][CH2:11][NH:12][C:13](=[O:28])[NH:14][C:15]1[CH:16]=[C:17]([C:21]2[N:22]([CH3:27])[N:23]=[N:24][C:25]=2[SH:26])[CH:18]=[CH:19][CH:20]=1)([OH:5])([OH:6])=[O:3]

Participants

3

Reactant 1

HCID 54323423HCID 54323423, compound

Product 1

HCID 19875685HCID 19875685, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

80 ml of 12N hydrochloric acid was added to 2.0 g of 4-[3-{3-(3-phosphonopropyl)ureido}phenyl]-3-methyl-5-mercaptotriazole (9) thus obtained. The system was allowed to undergo reaction at a temperature of 90° C. over 8 hours. After the completion of the reaction, hydrochloric acid was distilled off under reduced pressure. 20 ml of water was added to the system. The system was then dissolved under heating. Sodium chloride was gradually added to the solution to deposit crystals. The addition of sodium chloride continued until the solution was somewhat whitened. The solution thus whitened was then heated so that it was homogenized. The solution was naturally filtered, and then allowed to stand. As a result, a crystalline 4-[3-{3-(3-phosphonopropyl)ureido}phenyl]-3-methyl-5-mercaptotriazole (10) was deposited. (Yield: 0.58 g (33%); m.p. 195° C.)

Workup

  1. customthus obtained
  2. customreaction at a temperature of 90° C. over 8 hours
  3. distillationwas distilled off under reduced pressure
  4. addition20 ml of water was added to the system
  5. dissolutionThe system was then dissolved
  6. temperatureunder heating
  7. additionSodium chloride was gradually added to the solution to deposit crystals
  8. additionThe addition of sodium chloride
  9. temperatureThe solution thus whitened was then heated so that it
  10. filtrationThe solution was naturally filtered

Sources & evidence

ORD record
ord-971316ed58d349a4b64284c959beb90a
Source dataset
uspto-grants-1992_09
Patent number
US05151357

Reaction notes

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