Hydrochloric Acid → HCID 178427517, compound

HRID 435406Notes

Reaction equation

HRID 435406 reaction equation
[N:1]1([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])[CH2:42][CH2:41][CH2:40][C@H:2]1[C:3]([NH:5][C@H:6]([C:24]([NH:26][C@H:27]([C:35]([O:37]CC)=[O:36])[CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:25])[CH2:7][CH2:8][CH2:9][NH:10][C:11](=[NH:23])[NH:12][S:13]([C:16]1[CH:22]=[CH:21][C:19]([CH3:20])=[CH:18][CH:17]=1)(=[O:15])=[O:14])=[O:4].Cl>CO>[N:1]1([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])[CH2:42][CH2:41][CH2:40][C@H:2]1[C:3]([NH:5][C@H:6]([C:24]([NH:26][C@H:27]([C:35]([OH:37])=[O:36])[CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:25])[CH2:7][CH2:8][CH2:9][NH:10][C:11](=[NH:23])[NH:12][S:13]([C:16]1[CH:17]=[CH:18][C:19]([CH3:20])=[CH:21][CH:22]=1)(=[O:15])=[O:14])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 178472543HCID 178472543, compound

Product 1

HCID 178427517HCID 178427517, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The substance [38] (35.04 g, 50 mM) was dissolved in methanol (200 ml). Ln-HCl (60 ml, 60 mM) was added dropwise during 20 minutes at 0° C. and the mixture was stirred at room temperature for 90 minutes. 1 N HCl (10 ml) was added to the reaction mixture at 0° C., methanol was removed in vacuo, and 1 N HCl (55 ml) was added thereto at 0° C. (pH 2). The precipitate was filtered and dried in vacuo (27.95 g). The filtration was extracted with chloroform. The chloroform layer was washed three times with saturated sodium chloride and water and dehydrated with anhydrous sodium sulfate, then concentrated in vacuo. The residue was combined with the above, and twice recrystallized to obtain the substance [39] (29.22 g, yield: 86.9%).

Workup

  1. custommethanol was removed in vacuo, and 1 N HCl (55 ml)
  2. additionwas added
  3. customat 0° C.
  4. filtrationThe precipitate was filtered
  5. customdried in vacuo (27.95 g)
  6. filtrationThe filtration
  7. extractionwas extracted with chloroform
  8. washThe chloroform layer was washed three times with saturated sodium chloride and water
  9. concentrationconcentrated in vacuo
  10. customtwice recrystallized

Sources & evidence

ORD record
ord-8467e7585f334779b8b7a4ac55bb9110
Source dataset
uspto-grants-1983_08
Patent number
US04400316

Reaction notes

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