Sodium Bicarbonate → HCID 54320977, compound

HRID 581902Notes

Reaction equation

HRID 581902 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]3[CH:13]=[CH:14][C:15]([CH:17]=O)=[CH:16][C:11]=3[N:10]=[CH:9]2)[CH:5]=[CH:6][CH:7]=1.Cl.[O:20]([NH2:22])[CH3:21].C(=O)(O)[O-].[Na+]>C(O)C>[CH3:21][O:20][N:22]=[CH:17][C:15]1[CH:14]=[CH:13][C:12]2[N:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=3)[CH:9]=[N:10][C:11]=2[CH:16]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 521874O-Methylhydroxylamine hydrochlorideHCID 53770367HCID 53770367, compound

Product 1

HCID 54320977HCID 54320977, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To a suspension of 28 from Example 7 (2.95 g, 9.8 mmol) in abs. ethanol (100 ml) is added methoxylamine hydrochloride (1.23 g, 14.7 mmol) and the mixture is heated to 70° C. Sodium bicarbonate (1.23 g, 14.7 mmol) is added in portions over 20 min. Following the addition the mixture is stirred at 70° C. for additionally 2 hours. After cooling the solvent is removed under reduced pressure. Water is added to the residue and the product is filtered off, washed with water and dried. Yield: 2.77 g (86%). Mp 119-120° C.

Workup

  1. additionthe addition the mixture
  2. temperatureAfter cooling the solvent
  3. customis removed under reduced pressure
  4. additionWater is added to the residue
  5. filtrationthe product is filtered off
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-ee420d45b8ec4bcd8d19848affcdb0f7
Source dataset
uspto-grants-1999_07
Patent number
US05922725

Reaction notes

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