Hydrochloric Acid → HCID 131710306, compound

HRID 328074Notes

Reaction equation

HRID 328074 reaction equation
Cl.[NH2:2][C@H:3]1[C:18](=[O:19])[N:5]2[C:6]([C:15]([O-:17])=[O:16])=[C:7]([CH:10]3[CH2:14][CH2:13][CH2:12][CH2:11]3)[CH2:8][S:9][C@H:4]12>[N+](C)([O-])=O>[NH2:2][C@H:3]1[C:18](=[O:19])[N:5]2[C:6]([C:15]([OH:17])=[O:16])=[C:7]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14]3)[CH2:8][S:9][C@H:4]12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131710307HCID 131710307, compound

Product 1

HCID 131710306HCID 131710306, compound

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A current of gaseous hydrogen chloride was passed through a mixture of 585 mg of the product of Step G and 12 ml of nitromethane cooled to 0° C for 15 minutes and the mixture was evaporated to dryness under reduced pressure. The residue was taken up in ether and the crystals were recovered by vacuum filtration. The residue was dissolved in 2 ml of ethanol and 1 ml of water and pyridine was added to a pH of 4. The mixture was agitated until crystallization appeared and the crystals were recovered by vacuum filtration, were rinsed with ethanol and dried to obtain 249 mg of DL cis 7-amino-3-cyclopentyl-3-cepheme-4-carboxylic acid melting at 250° C. The product occurred as colorless crystals slightly soluble in ethanol and insoluble in water and ether.

Workup

  1. customthe mixture was evaporated to dryness under reduced pressure
  2. filtrationthe crystals were recovered by vacuum filtration
  3. dissolutionThe residue was dissolved in 2 ml of ethanol
  4. addition1 ml of water and pyridine was added to a pH of 4
  5. filtrationthe crystals were recovered by vacuum filtration
  6. washwere rinsed with ethanol
  7. customdried

Sources & evidence

ORD record
ord-f09c09a9c49247e08f00350dca217d25
Source dataset
uspto-grants-1977_04
Patent number
US04016158

Reaction notes

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