Hydrochloric Acid → HCID 178502760, compound

HRID 1982669Notes

Reaction equation

HRID 1982669 reaction equation
Cl.[Cl:2][C:3]1[N:8]=[C:7]([NH:9]C=O)[N:6]=[C:5]([C:12](=[N:36][O:37][CH3:38])[C:13]([NH:15][CH:16]2[C:34](=[O:35])[N:18]3[C:19]([C:31]([OH:33])=[O:32])=[C:20]([CH:23]([S:25][C:26]4[NH:30][N:29]=[N:28][N:27]=4)[CH3:24])[CH2:21][S:22][C@H:17]23)=[O:14])[CH:4]=1.C(OCC)C>CO>[ClH:2].[NH2:9][C:7]1[N:6]=[C:5]([C:12](=[N:36][O:37][CH3:38])[C:13]([NH:15][CH:16]2[C:34](=[O:35])[N:18]3[C:19]([C:31]([OH:33])=[O:32])=[C:20]([CH:23]([S:25][C:26]4[NH:27][N:28]=[N:29][N:30]=4)[CH3:24])[CH2:21][S:22][C@H:17]23)=[O:14])[CH:4]=[C:3]([Cl:2])[N:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2×HCID 178502759HCID 178502759, compound

Product 1

HCID 178502760HCID 178502760, compoundYield 156%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

Conc. hydrochloric acid (242 mg.) was added to a solution of 7-[2-(6-chloro-2-formamidopyrimidin-4-yl)-2-methoxyiminoacetamido]-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid (1.2 g.) in methanol (12 ml.), and the mixture was stirred at ambient temperature for 5 hours. The reaction mixture was evaporated to dryness under reduced pressure to give a foamy residue, which was pulverized with ethyl ether. This powder (1.1 g.) was dissolved in methanol (6 ml.), and to ethyl ether (50 ml.) was added dropwise the methanol solution. The precipitates were collected by filtration and then dried to give 7-[2-(2-amino-6-chloropyrimidin-4-yl)-2-methoxyiminoacetamido]-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid hydrochloride (0.95 g.).

Workup

  1. customThe reaction mixture was evaporated to dryness under reduced pressure
  2. customto give a foamy residue, which
  3. filtrationThe precipitates were collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-933cd253c26a4eaaa472d959b6cbeeec
Source dataset
uspto-grants-1986_06
Patent number
US04596869

Reaction notes

Loading…