Acetic Acid → HCID 20445350, compound

HRID 2418779Notes

Reaction equation

HRID 2418779 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].[O:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][C:12]=2[S:20]([NH:23][C:24]2[CH:29]=[C:28]([O:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])[C:27]([C:47]([CH3:54])([CH3:53])[CH2:48][C:49]([CH3:52])([CH3:51])[CH3:50])=[CH:26][C:25]=2O)(=[O:22])=[O:21])[CH2:7][CH2:6]1.C(OC(=O)C)(=O)C.C([O-])(=O)C.[Na+]>O>[C:1]([O:4][C:25]1[CH:26]=[C:27]([C:47]([CH3:54])([CH3:53])[CH2:48][C:49]([CH3:52])([CH3:50])[CH3:51])[C:28]([O:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])=[CH:29][C:24]=1[NH:23][S:20]([C:12]1[CH:13]=[C:14]([N+:17]([O-:19])=[O:18])[CH:15]=[CH:16][C:11]=1[N:8]1[CH2:7][CH2:6][O:5][CH2:10][CH2:9]1)(=[O:21])=[O:22])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 11274128HCID 11274128, compound

Product 1

HCID 20445350HCID 20445350, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A solution of acetic acid (70 ml) containing 21 g (0.0287 mol) of the compound obtained in Step (c) above, 15 ml of acetic anhydride and 9.8 g of sodium acetate was stirred at 80° C. for 2 hours. After cooling, the reaction mixture was added to 500 ml of water and the precipitate was extracted with ethyl acetate. The ethyl acetate was concentrated and to the residue was added 100 ml of methanol and the crystals thus-precipitated were collected by filtration. Yield: 20.6 g (93%).

Workup

  1. temperatureAfter cooling
  2. extractionthe precipitate was extracted with ethyl acetate
  3. concentrationThe ethyl acetate was concentrated and to the residue
  4. additionwas added 100 ml of methanol
  5. customthe crystals thus-precipitated
  6. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-93190fe09c114dcf9efd131c1d516949
Source dataset
uspto-grants-1984_09
Patent number
US04473632

Reaction notes

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