HCID 87452682, compound → HCID 87371660, compound

HRID 2064545Notes

Reaction equation

HRID 2064545 reaction equation
C(OC([N:8]([CH2:32][C:33]1[CH:51]=[CH:50][C:36]([C:37]([O:39][CH2:40][O:41]/[N:42]=[N+:43](\[O-:49])/[N:44]([CH2:47][CH3:48])[CH2:45][CH3:46])=[O:38])=[CH:35][CH:34]=1)[S:9]([C:12]1[CH:17]=[C:16]([C:18](=[O:30])[NH:19][N:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:22][C@H:21]2[CH3:29])[CH:15]=[CH:14][C:13]=1[Cl:31])(=[O:11])=[O:10])=O)(C)(C)C>Cl.O1CCOCC1>[Cl:31][C:13]1[CH:14]=[CH:15][C:16]([C:18](=[O:30])[NH:19][N:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:22][C@H:21]2[CH3:29])=[CH:17][C:12]=1[S:9]([NH:8][CH2:32][C:33]1[CH:34]=[CH:35][C:36]([C:37]([O:39][CH2:40][O:41]/[N:42]=[N+:43](\[O-:49])/[N:44]([CH2:45][CH3:46])[CH2:47][CH3:48])=[O:38])=[CH:50][CH:51]=1)(=[O:11])=[O:10]

Participants

4

Reactant 1

HCID 87452682HCID 87452682, compound

Product 1

HCID 87371660HCID 87371660, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

Dissolve the compound obtained in Step D (1.47×10−3 mol) in 20 ml of a 4N solution of HCl in 1,4-dioxane and place under stirring. The initially yellowish reaction mixture becomes darker and darker until it is virtually black. After stirring for 18 hours at ambient temperature, the reaction mixture is evaporated to dryness under reduced pressure. The black residue obtained is chromatographed on a silica column using as eluant a 50/50 n-heptane/ethyl acetate mixture.

Workup

  1. stirringAfter stirring for 18 hours at ambient temperature
  2. customthe reaction mixture is evaporated to dryness under reduced pressure
  3. customThe black residue obtained
  4. customis chromatographed on a silica column

Sources & evidence

ORD record
ord-3e907342ea4a48dca547092d950f6742
Source dataset
uspto-grants-2012_10
Patent number
US08288433B2

Reaction notes

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