HCID 86739899, compound → HCID 86739898, compound

HRID 2413438Notes

Reaction equation

HRID 2413438 reaction equation
C([O:14][C:15]([CH2:17][C:18]([NH:20][C:21]1[N:22]2[CH:25]([S:26][CH2:27][C:28]=1[C:29]1[S:33][C:32]([NH:34][C:35](=[O:57])[CH2:36][NH:37]C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)=[N:31][CH:30]=1)[CH:24]([S:58][C:59]1[CH:64]=[CH:63][C:62]([Cl:65])=[C:61]([Cl:66])[CH:60]=1)[C:23]2=[O:67])=[O:19])=[O:16])(C1C=CC=CC=1)C1C=CC=CC=1>C(O)=O>[C:15]([CH2:17][C:18]([NH:20][C:21]1[N:22]2[CH:25]([S:26][CH2:27][C:28]=1[C:29]1[S:33][C:32]([NH:34][C:35](=[O:57])[CH2:36][NH2:37])=[N:31][CH:30]=1)[CH:24]([S:58][C:59]1[CH:64]=[CH:63][C:62]([Cl:65])=[C:61]([Cl:66])[CH:60]=1)[C:23]2=[O:67])=[O:19])([OH:16])=[O:14]

Participants

3

Reactant 1

HCID 86739899HCID 86739899, compound

Product 1

HCID 86739898HCID 86739898, compoundYield 48.9%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

2-Benzhydryloxycarbonyl-7-(3,4-dichlorophenylthio)-acetamido-8-oxo-3-(2-tritylaminoacetamido-thiazol-5-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene (1.61 g) is treated with formic acid (30 cc) and distilled water (3 cc) at 50° C. for 30 minutes and then concentrated to dryness under reduced pressure (2 mm Hg; 0.27 kPa) at 40° C. The residue is treated in accordance with the working method described in Example 24, to give 2-carboxy-7-(3,4-dichlorophenylthio)-acetamido-3-(2-glycylamino-thiazol-5-yl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene (0.46 g) in the form of a yellow powder.

Workup

  1. distillationdistilled water (3 cc) at 50° C. for 30 minutes
  2. concentrationconcentrated to dryness under reduced pressure (2 mm Hg; 0.27 kPa) at 40° C
  3. additionThe residue is treated in accordance with the working method

Sources & evidence

ORD record
ord-91cd0563765e450cbfd3f8cbc57cce18
Source dataset
uspto-grants-1985_01
Patent number
US04496560

Reaction notes

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