HCID 13175155, compound → HCID 13175157, compound
Reaction equation
[C:1]([NH:4][C:5]1[S:6][C:7]([C:10]2[CH2:17][S:16][CH:15]3[N:12]([C:13](=[O:27])[CH:14]3[NH:18][C:19](=[O:26])[CH2:20][C:21]3[S:22][CH:23]=[CH:24][CH:25]=3)[C:11]=2[C:28]([O:30]C(C2C=CC=CC=2)C2C=CC=CC=2)=[O:29])=[CH:8][N:9]=1)(=[O:3])[CH3:2]>C(O)=O>[C:1]([NH:4][C:5]1[S:6][C:7]([C:10]2[CH2:17][S:16][CH:15]3[N:12]([C:13](=[O:27])[CH:14]3[NH:18][C:19](=[O:26])[CH2:20][C:21]3[S:22][CH:23]=[CH:24][CH:25]=3)[C:11]=2[C:28]([OH:30])=[O:29])=[CH:8][N:9]=1)(=[O:3])[CH3:2]Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
A solution of 3-(2-acetamido-thiazol-5-yl)-2-benzhydryloxycarbonyl-8-oxo-7-(thien-2-yl-acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene (0.85 g) in formic acid (20 cc) is stirred for 30 minutes at 50° C. and then concentrated to dryness under reduced pressure (10 mm Hg; 1.3 kPa). The residue is taken up in ethanol (50 cc), the mixture is stirred for 5 minutes at 50° C. and the solvent is then evaporated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C. The residue is taken up in ethanol (100 cc); the mixture is stirred for 10 minutes at 50° C. and the solid is then filtered off and washed with ethanol (3×15 cc) and ethyl ether (3×10 cc). After drying, 3-(2-acetamidothiazol-5-yl)-2-carboxy-8-oxo-7-(thien-2-yl-acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene (0.53 g) is obtained in the form of a pale yellow powder.
Workup
- concentrationconcentrated to dryness under reduced pressure (10 mm Hg; 1.3 kPa)
- customthe solvent is then evaporated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C
- stirringthe mixture is stirred for 10 minutes at 50° C.
- filtrationthe solid is then filtered off
- washwashed with ethanol (3×15 cc) and ethyl ether (3×10 cc)
- customAfter drying
Sources & evidence
- ORD record
- ord-b7c7443edb454a5aa326f7d4520f502a
- Source dataset
- uspto-grants-1985_01
- Patent number
- US04496560
Reaction notes
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