Hydrochloric Acid → HCID 131712343, compound

HRID 894802Notes

Reaction equation

HRID 894802 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-8c77c0cda34947db9a1e73951411aaa9
Source dataset
uspto-grants-1981_08
Patent number
US04284631

Reaction notes

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