Sodium Bicarbonate → HCID 70505775, compound

HRID 1154545Notes

Reaction equation

HRID 1154545 reaction equation
[NH2:1][CH:2]1[C:13](=[O:14])[N:4]2[CH:5]([C:10]([OH:12])=[O:11])[C:6]([CH3:9])([CH3:8])[S:7][C@H:3]12.C([O-])(O)=[O:16].[Na+].CS([O-])(=O)=O.[CH3:25][N+:26]1[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[N:28](OC)[CH:27]=1>P([O-])([O-])([O-])=O>[OH2:11].[OH2:16].[CH3:8][C:6]1([CH3:9])[CH:5]([C:10]([OH:12])=[O:11])[N:4]2[C:13](=[O:14])[CH:2]([NH:1][C:27]3[N:26]([CH3:25])[C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=4[N:28]=3)[C@H:3]2[S:7]1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 12228589HCID 12228589, compoundHCID 20434031HCID 20434031, compound

Product 1

HCID 70505775HCID 70505775, compound

Reagents, catalysts & solvents 1

HCID 1061PhosphateSolvent

Procedure

6-Amino-2,2-dimethylpenam-3-carboxylic acid (324 mg.) was dissolved in phosphate buffer at pH 7 using one equivalent of NaHCO3. To the stirred solution was added 1-methyl-3-methoxybenzimidazolium methane-sulphonate and stirring was continued for 6 hours at ambient temperature. The white solid which precipitated was filtered, washed with ice-cold water and dried in vacuo over P2O5 to give 2,2-dimethyl-6-(1-methylbenzimidazol-2-yl)aminopenam-3-carboxylic acid dihydrate (186 mg.) having the following n.m.r in d6DMSO: 1.5 (s, 3H); 1.65 (s, 3H); 3.6 (s, 3H); 4.25 (s, 1H); 5.55 (m, 2H); 6.9-7.4 (m, 4H).

Workup

  1. customThe white solid which precipitated
  2. filtrationwas filtered
  3. washwashed with ice-cold water
  4. dry with materialdried in vacuo over P2O5

Sources & evidence

ORD record
ord-c85d0059dd8d45798599e1e306ed231d
Source dataset
uspto-grants-1984_12
Patent number
US04490382

Reaction notes

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