Hydrochloric Acid → HCID 131710987, compound

HRID 462102Notes

Reaction equation

HRID 462102 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH2:9][NH:10][CH2:11][CH2:12][CH2:13][NH:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][CH2:20][CH2:21][CH2:22][NH:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([OH:31])=[C:27]([O:32][CH3:33])[CH:26]=2)[CH:6]=[CH:5][C:4]=1[OH:34].C([NH:38][CH:39]([CH3:53])[CH2:40][CH:41]([C:45]1[CH:50]=[CH:49][C:48]([CH3:51])=[C:47]([CH3:52])[CH:46]=1)[C:42]([OH:44])=[O:43])(=O)C.Cl.C(=O)(O)[O-].[Na+]>O>[CH3:33][O:32][C:27]1[CH:26]=[C:25]([CH2:24][NH:23][CH2:22][CH2:21][CH2:20][NH:19][CH2:18][CH2:17][CH2:16][CH2:15][NH:14][CH2:13][CH2:12][CH2:11][NH:10][CH2:9][C:7]2[CH:6]=[CH:5][C:4]([OH:34])=[C:3]([O:2][CH3:1])[CH:8]=2)[CH:30]=[CH:29][C:28]=1[OH:31].[NH2:38][CH:39]([CH3:53])[CH2:40][CH:41]([C:45]1[CH:50]=[CH:49][C:48]([CH3:51])=[C:47]([CH3:52])[CH:46]=1)[C:42]([OH:44])=[O:43]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 131710989HCID 131710989, compound

Product 1

HCID 131710987HCID 131710987, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.5 g of the acetamido acid prepared in Example 10 was refluxed for 18 hours with 20 ml of 6N hydrochloric acid. The excess acid was removed in the rotary evaporator, leaving a semi-solid residue. This was dissolved in five ml of water and sodium bicarbonate solution added to pH 6-7, whereupon a voluminous white precipitate formed. After chilling for an hour, the solid was recovered by filtration and recrystallized from aqueous ethanol. The white crystals of the above-named product thus obtained melted at 222.5°-223° with decomposition.

Workup

  1. customThe excess acid was removed in the rotary evaporator
  2. customleaving a semi-solid residue
  3. customformed
  4. temperatureAfter chilling for an hour
  5. filtrationthe solid was recovered by filtration
  6. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-5579e36682a24e649cd653b33fed2fae
Source dataset
uspto-grants-1977_12
Patent number
US04065473

Reaction notes

Loading…