HCID 10155472, compound → HCID 86584930, compound

HRID 2250727Notes

Reaction equation

HRID 2250727 reaction equation
[CH3:1][O:2][C:3](=[O:20])[NH:4][C:5]1[S:6][C:7]2[C:13]([CH:14]([OH:17])[CH2:15][Br:16])=[CH:12][CH:11]=[C:10]([O:18][CH3:19])[C:8]=2[N:9]=1>C(Cl)(Cl)Cl.O=[Mn]=O>[CH3:1][O:2][C:3](=[O:20])[NH:4][C:5]1[S:6][C:7]2[C:13]([C:14](=[O:17])[CH2:15][Br:16])=[CH:12][CH:11]=[C:10]([O:18][CH3:19])[C:8]=2[N:9]=1

Participants

4

Reactant 1

HCID 10155472HCID 10155472, compound

Product 1

HCID 86584930HCID 86584930, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6212ChloroformSolvent

Procedure

1.6 g of rac-[7-(2-bromo-1-hydroxy-ethyl)-4-methoxy-benzothiazol-2-yl]-carbamic acid methyl ester (0.0044 Mol) were dissolved in CHCl3 (100 ml) and treated with 3.8 g of MnO2 (0.044 Mol) for 3 hrs. at 70° C. The hot reaction mixture was filtered and subsequently concentrated. The crude product was crystallized from Et2O to yield the title compound as a beige solid (73%); F.p.: 250-260° C. (dec.).

Workup

  1. customat 70° C
  2. filtrationThe hot reaction mixture was filtered
  3. concentrationsubsequently concentrated
  4. customThe crude product was crystallized from Et2O

Sources & evidence

ORD record
ord-30c2ce1d548646d78a0e8db5ef33a34b
Source dataset
uspto-grants-2008_01
Patent number
US07317007B2

Reaction notes

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