Ammonium Acetate → HCID 86595409, compound

HRID 1593417Notes

Reaction equation

HRID 1593417 reaction equation
[CH3:1][N:2]([CH3:36])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=O)[CH2:13][CH:14]([C:29]2[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=2)[C:15]([C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[C:22](=[N:26][O:27][CH3:28])[CH2:21][CH2:20]3)=O)=[CH:8][CH:7]=1.C([O-])(=O)C.[NH4+:41]>C(O)(=O)C>[CH3:28][O:27][N:26]=[C:22]1[C:23]2[C:19](=[CH:18][C:17]([C:15]3[NH:41][C:12]([C:9]4[CH:8]=[CH:7][C:6]([O:5][CH2:4][CH2:3][N:2]([CH3:1])[CH3:36])=[CH:11][CH:10]=4)=[CH:13][C:14]=3[C:29]3[CH:30]=[CH:31][N:32]=[CH:33][CH:34]=3)=[CH:25][CH:24]=2)[CH2:20][CH2:21]1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 86595407HCID 86595407, compound

Product 1

HCID 86595409HCID 86595409, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of the product of Step 4 (0.45 g, 1 mmol) and ammonium acetate (0.77 g, 10 mmol) in glacial acetic acid (15 ml) was heated under reflux for 3 hours. After cooling to room temperature the reaction mixture was concentrated in vacuo and saturated sodium hydrogen carbonate solution was added. The mixture was extracted with chloroform and the organic phase washed with water and brine, dried and concentrated in vacuo to afford the title compound (0.47 g, 100%); MS(ES+) m/e 467 [M+H]+.

Workup

  1. temperatureunder reflux for 3 hours
  2. concentrationwas concentrated in vacuo and saturated sodium hydrogen carbonate solution
  3. additionwas added
  4. extractionThe mixture was extracted with chloroform
  5. washthe organic phase washed with water and brine
  6. customdried
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3c73cb232ccc4d11993f62e992edb2f4
Source dataset
uspto-grants-2007_11
Patent number
US07297694B2

Reaction notes

Loading…