Water → HCID 86751201, compound

HRID 1376851Notes

Reaction equation

HRID 1376851 reaction equation
CC([CH:5]1[CH:12]2[N:9]([C:10](=O)[CH:11]2[NH:13][C:14](=[O:44])[C:15]([C:19]2[N:20]=[C:21]([NH:24][C:25]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[S:22][CH:23]=2)=[N:16][O:17][CH3:18])[C:8]([C:46]([O-:48])=[O:47])=[C:7]([CH:49]=O)[S:6]1)(C)C.Cl.[NH2:52][NH:53]C(N)=O.C[N:58](C)[CH:59]=[O:60].[OH2:62]>>[C:25]([NH:24][C:21]1[S:22][CH:23]=[C:19]([C:15](=[N:16][O:17][CH3:18])[C:14]([NH:13][CH:11]2[CH2:10][N:9]3[CH:12]2[CH2:5][S:6](=[O:62])[C:7]([C:49]([C:59]([NH2:58])=[O:60])=[N:52][NH2:53])=[C:8]3[C:46]([O:48][C:25]([CH3:38])([CH3:32])[CH3:26])=[O:47])=[O:44])[N:20]=1)([C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1

Participants

5

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 11236Semicarbazide hydrochlorideHCID 86751202HCID 86751202, compound

Product 1

HCID 86751201HCID 86751201, compound

Procedure

142 mg of 1,1-dimethylethyl-7-[2-(2-tritylamino thiazol -4-yl)-2-methoxyimino-acetamido]-3-formyl-8-oxo-4-thia-1-aza-bicyclo[4,2,0]oct-2-en-2-carboxylate, 60 mg of semi-carbazide hydrochloride and 0.8 ml of dimethylformamide were mixed together and after one hour and thirty minutes, 10 ml of Water were added followed by extraction with ethyl acetate. The organic phases were dried, and concentrated to dryness. The residue was dissolved in ethanol and after allowing crystallization for 45 minutes and separating, 113 mg of 1,1-dimethylethyl 7-[2-(2-tritylamino-thiazol-4-yl)-2-methoxyimino-acetamido]-3-[(aminocarbonyl) -hydrazo-nomethyl]4-oxo-4-thia-1-azabicyclo[4,2,0]oct-2-en-2-carboxylate were obtained.

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. customThe organic phases were dried
  3. concentrationconcentrated to dryness
  4. dissolutionThe residue was dissolved in ethanol
  5. customcrystallization for 45 minutes
  6. customseparating

Sources & evidence

ORD record
ord-77674f4aba424047ba7c7dbc5dc06f63
Source dataset
uspto-grants-1997_09
Patent number
US05663164

Reaction notes

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