Sodium Formate → HCID 21126059, compound

HRID 1960000Notes

Reaction equation

HRID 1960000 reaction equation
[Cl-].[NH3+:2][C:3]1[C:16]2[NH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[O:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.[CH:17]([O-])=O.[Na+]>C(O)=O>[CH:17]1[N:15]2[C:16]3[C:3](=[CH:4][CH:5]=[CH:6][C:7]=3[O:8][C:9]3[C:14]2=[CH:13][CH:12]=[CH:11][CH:10]=3)[N:2]=1

Participants

4

Reactant 2

HCID 2723810Sodium FormateHCID 68950985HCID 68950985, compound

Product 1

HCID 21126059HCID 21126059, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

18.45 g (78.6 mmol) of 1-ammoniophenoxazine chloride are suspended in 85 ml of 85% strength formic acid. After addition of 5.38 g (78.6 mmol) of sodium formate, the reaction mixture is refluxed for 3.5 hours. After cooling to room temperature, the reaction mixture is precipitated in 700 g of 10% strength NaOH and stirred for another 30 minutes. The solid is filtered off with suction on a “black band” filter, washed with water and dried at 70° C. under reduced pressure. The crude product (16.35 g) is stirred in 160 ml of methanol for 2 hours, subsequently filtered off with suction, washed with methanol and dried at 70° C. This gives 13.09 g (80% of theory) of gray needles which melt at 177-181° C. (lit.: 177-178° C.).

Workup

  1. temperaturethe reaction mixture is refluxed for 3.5 hours
  2. customthe reaction mixture is precipitated in 700 g of 10% strength NaOH
  3. filtrationThe solid is filtered off with suction on a “black band”
  4. filtrationfilter
  5. washwashed with water
  6. customdried at 70° C. under reduced pressure
  7. stirringThe crude product (16.35 g) is stirred in 160 ml of methanol for 2 hours
  8. filtrationsubsequently filtered off with suction
  9. washwashed with methanol
  10. customdried at 70° C
  11. custommelt at 177-181° C.
  12. custom(lit.: 177-178° C.)

Sources & evidence

ORD record
ord-5f04f0f614f24c2f993b5d145e5f0e62
Source dataset
uspto-grants-2013_04
Patent number
US08410280B2

Reaction notes

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