Water → HCID 19974642, compound

HRID 1451641Notes

Reaction equation

HRID 1451641 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11]1[CH:19]=[CH:18][C:17]([S:20][CH3:21])=[CH:16][C:12]=1[C:13]([OH:15])=[O:14])([OH:3])=O.O>P(Cl)(Cl)(Cl)=O>[CH3:21][S:20][C:17]1[CH:16]=[C:12]([C:13]([OH:15])=[O:14])[C:11]2[NH:10][C:5]3[C:4](=[CH:9][CH:8]=[CH:7][CH:6]=3)[C:1](=[O:3])[C:19]=2[CH:18]=1

Participants

4

Reactant 2

HCID 962WaterHCID 19974595HCID 19974595, compound

Product 1

HCID 19974642HCID 19974642, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

The product of part (i) above (2 g) in phosphorus oxychloride (6 ml) was heated at reflux for 1 h. The solution was then cooled (to 0°), and water (15 ml) was added slowly. The mixture was then heated at 100° for 10 min and then poured onto cracked ice. The resulting precipitate was filtered off, washed with water, and crystallised from methanol to give the title compound (1.6 g). IR includes peaks at 1690 cm-1 (CO2H) and 1620 cm-1 (CO).

Workup

  1. temperatureat reflux for 1 h
  2. additionwas added slowly
  3. temperatureThe mixture was then heated at 100° for 10 min
  4. additionpoured
  5. filtrationThe resulting precipitate was filtered off
  6. washwashed with water
  7. customcrystallised from methanol

Sources & evidence

ORD record
ord-76c77db7d62247a1b4d752a6666c52e5
Source dataset
uspto-grants-1997_02
Patent number
US05604237

Reaction notes

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