Hydrochloric Acid → HCID 131720149, compound

HRID 1376422Notes

Reaction equation

HRID 1376422 reaction equation
[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7](=[N:33][O:34][CH2:35][CH3:36])[C:8]([NH:10][C@@H:11]2[C:31](=[O:32])[N:13]3[C:14]([C:28]([O-:30])=[O:29])=[C:15]([CH2:18][N+:19]4[N:20]([CH2:25][CH2:26][OH:27])[C:21]([NH2:24])=[CH:22][CH:23]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:3]=1.[ClH:37]>CC(C)=O>[ClH:37].[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7](=[N:33][O:34][CH2:35][CH3:36])[C:8]([NH:10][C@@H:11]2[C:31](=[O:32])[N:13]3[C:14]([C:28]([O-:30])=[O:29])=[C:15]([CH2:18][N+:19]4[N:20]([CH2:25][CH2:26][OH:27])[C:21]([NH2:24])=[CH:22][CH:23]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131720147HCID 131720147, compound

Product 1

HCID 131720149HCID 131720149, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 7β-[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-ethoxyiminoacetamido]-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate (syn isomer) (30 g) in 4N-hydrochloric acid (22.4 ml) was added acetone (120 ml) under stirring at 20° C. The stirring was continued for 10 hours at the same temperature to give crystals, which were collected by filtration and dried to give 7β-[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-ethoxyiminoacetamido]-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate hydrochloride (syn isomer) (13.46 g).

Workup

  1. customto give crystals, which
  2. filtrationwere collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-e5731e0b817d48eca6dfc37d1705679a
Source dataset
uspto-grants-1997_09
Patent number
US05663163

Reaction notes

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