Hexane → HCID 22873202, compound

HRID 263748Notes

Reaction equation

HRID 263748 reaction equation
[CH3:1][C@@:2]1(/[CH:28]=[CH:29]/[C:30]2[N:34]=[CH:33][O:32][N:31]=2)[S:8](=[O:10])(=[O:9])[C@H:7]2[N:4]([C:5](=[O:11])[CH2:6]2)[C@H:3]1[C:12]([O:14]C(C1C=CC=CC=1)C1C=CC=CC=1)=[O:13].CCCCCC>C1C(O)=CC=CC=1C>[CH3:1][C@@:2]1(/[CH:28]=[CH:29]/[C:30]2[N:34]=[CH:33][O:32][N:31]=2)[S:8](=[O:9])(=[O:10])[C@H:7]2[N:4]([C:5](=[O:11])[CH2:6]2)[C@H:3]1[C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 8058HexaneHCID 86750940HCID 86750940, compound

Product 1

HCID 22873202HCID 22873202, compound

Reagents, catalysts & solvents 1

HCID 342M-CresolSolvent

Conditions

Temperature
50 °C

Procedure

355 mg (0.74 mmol) of benzhydryl (E)-(2S,3S,5R)-3-methyl-3-[2-(1,2,4-oxadiazol-3-yl)-vinyl]-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate were dissolved in 3 ml of m-cresol and stirred at 50° C. for 4 hours. 20 ml of n-hexane are added to the pale brown solution, the separated crystals were filtered off under suction and rinsed with n-hexane. The crude crystallizate was recrystallized from ethyl acetate/n-hexane. Yield: 170 mg (73%) of colorless crystals MS: (M--H)- 312.2 IR (KBr): 2900(br), 1811, 1714, 1660, 1331, 1194, 980 cm-1M.p.: 161° C. (dec.) Elementary analysis: C11H11N3O6S (313.284) Calc. C 42.17 H 3.54 N 13.41 Found C 42.41 H 3.64 N 13.18

Workup

  1. filtrationthe separated crystals were filtered off under suction
  2. washrinsed with n-hexane
  3. customThe crude crystallizate was recrystallized from ethyl acetate/n-hexane

Sources & evidence

ORD record
ord-2d31df2eeb1243bfb4703d994334a0b8
Source dataset
uspto-grants-1997_07
Patent number
US05644053

Reaction notes

Loading…