Monobasic potassium phosphate → Nordiazepam

HRID 1658935Notes

Reaction equation

HRID 1658935 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([C:7]2[C:14]3[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=3[NH:12][C:10](=[O:11])[CH:9](C([O-])=O)[N:8]=2)=[CH:5][CH:6]=1.O[K].[K+].P(O)(O)([O-])=O.[K+]>O>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]2[NH:12][C:10](=[O:11])[CH2:9][N:8]=[C:7]([C:4]3[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=3)[C:14]=2[CH:15]=1

Participants

4

Reactant 2

HCID 516951Monobasic potassium phosphateHCID 178524857HCID 178524857, compound

Product 1

HCID 2997NordiazepamYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.1 g. (0.005 mole) of 4306 CB and 0.68 g. (0.005 mole) of monopotassium phosphate are dissolved at room temperature in 18 ml. of water. Solution proceeds rapidly and then colorless platelets slowly precipitate. The product is filtered by suction, washed first with chilled water and then with absolute alcohol. The product is dried at room temperature for 12 hours and then in a high vacuum. 1.8 g. of colorless crystals completely soluble in water are obtained. The aqueous solution has a substantially neutral reaction; yield 80%. This product is decarboxylated within a few minutes by heating an aqueous solution thereof, compound A being obtained in the crystalline state.

Workup

  1. customcolorless platelets slowly precipitate
  2. filtrationThe product is filtered by suction
  3. washwashed first with chilled water
  4. customThe product is dried at room temperature for 12 hours
  5. customof colorless crystals completely soluble in water are obtained
  6. customa substantially neutral reaction
  7. waitThis product is decarboxylated within a few minutes
  8. temperatureby heating an aqueous solution

Sources & evidence

ORD record
ord-92a7fb5a18c1484ca0a2bcd9f2c9052a
Source dataset
uspto-grants-1976_06
Patent number
US03966793

Reaction notes

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