Ammonium formate → HCID 59609626, compound

HRID 1660685Notes

Reaction equation

HRID 1660685 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:28]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[S:22](=[O:30])(=[O:29])[C:21]3[C:16]2=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:11][CH:10]=1)C1C=CC=CC=1.C([O-])=O.[NH4+]>[Pd].CC(C)=O>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:28]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[S:22](=[O:30])(=[O:29])[C:21]3[C:16]2=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 59609628HCID 59609628, compound

Product 1

HCID 59609626HCID 59609626, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 180AcetoneSolvent

Procedure

3.10 g (7.50 mmol) of 10-(4-benzyloxyphenyl)phenothiazine 5,5-dioxide, 2.30 g (35.7 mmol) of 98% ammonium formate and 7.5 g of 10% palladium on activated carbon were heated to boiling under reflux in 225 ml of acetone for 1 hour. After cooling to room temperature, the solution was filtered. The filtrate was concentrated and, after adding 10 ml of methanol, stirred overnight. The solid was filtered off with suction, washed with methanol and dried at 110° C. in a vacuum drying cabinet. 1.47 g (61% of theory) of analytically pure light gray microcrystals having an m.p. of 308-311° C. were obtained.

Workup

  1. filtrationthe solution was filtered
  2. concentrationThe filtrate was concentrated
  3. additionafter adding 10 ml of methanol
  4. filtrationThe solid was filtered off with suction
  5. washwashed with methanol
  6. customdried at 110° C. in a vacuum
  7. customdrying cabinet
  8. customwere obtained

Sources & evidence

ORD record
ord-3997275d56804cd7b800fc4a35bd29a2
Source dataset
uspto-grants-2011_10
Patent number
US08029919B2

Reaction notes

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