Hydrochloric Acid → HCID 131712343, compound

HRID 1758429Notes

Reaction equation

HRID 1758429 reaction equation
[ClH:1].C([NH:4][C:5]1[S:6][CH:7]=[C:8]([C:10](=[N:27][O:28][CH2:29][CH2:30][CH2:31][NH:32]C(OC(C)(C)C)=O)[C:11]([NH:13][CH:14]2[C:25](=[O:26])[N:16]3[C:17]([C:22]([OH:24])=[O:23])=[C:18]([Cl:21])[CH2:19][S:20][C@H:15]23)=[O:12])[N:9]=1)=O>>[ClH:21].[ClH:1].[NH2:4][C:5]1[S:6][CH:7]=[C:8]([C:10](=[N:27][O:28][CH2:29][CH2:30][CH2:31][NH2:32])[C:11]([NH:13][CH:14]2[C:25](=[O:26])[N:16]3[C:17]([C:22]([OH:24])=[O:23])=[C:18]([Cl:21])[CH2:19][S:20][C@H:15]23)=[O:12])[N:9]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 131712341HCID 131712341, compound

Product 1

HCID 131712343HCID 131712343, compound

Procedure

Conc.hydrochloric acid (0.4 ml.) was added to the solution of 7-[2-(2-formamidothiazol-4-yl)-2-(3-tert-butoxycarbonylaminopropoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylic acid (syn isomer, 0.6 g.) in methanil (20 ml.), and stirred at room temperature for 1.5 hours. After evaporating the solvent from the resultant mixture in vacuo, methanol was added to the residue. The mixture was evaporated in vacuo. The residue was dried over phosphorous pentoxide in vacuo to give 7-[2-(2-aminothiazol-4-yl)-2-(3-aminopropoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylic acid dihydrochloride (syn isomer, 0.5 g.).

Workup

  1. customAfter evaporating the solvent from the resultant mixture in vacuo, methanol
  2. additionwas added to the residue
  3. customThe mixture was evaporated in vacuo
  4. dry with materialThe residue was dried over phosphorous pentoxide in vacuo

Sources & evidence

ORD record
ord-6b58b76b4bcd4a4f8e875ab64210dd42
Source dataset
uspto-grants-1983_02
Patent number
US04372952

Reaction notes

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