HCID 86584928, compound → HCID 86584927, compound

HRID 2308494Notes

Reaction equation

HRID 2308494 reaction equation
[CH3:1][O:2][C:3](=[O:21])[NH:4][C:5]1[S:6][C:7]2[C:13]([CH:14]([OH:18])[CH:15]([Br:17])[CH3:16])=[CH:12][CH:11]=[C:10]([O:19][CH3:20])[C:8]=2[N:9]=1>O.C(O)(=O)C>[CH3:1][O:2][C:3](=[O:21])[NH:4][C:5]1[S:6][C:7]2[C:13]([C:14](=[O:18])[CH:15]([Br:17])[CH3:16])=[CH:12][CH:11]=[C:10]([O:19][CH3:20])[C:8]=2[N:9]=1

Participants

4

Reactant 1

HCID 86584928HCID 86584928, compound

Product 1

HCID 86584927HCID 86584927, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

5.0 g of [7-(2-bromo-1-hydroxy-propyl)-4-methoxy-benzothiazol-2-yl]-carbamic acid methyl ester 0.0133 Mol) were suspended in water (30 ml) and 2.0 g of CrO3 (0.02 Mol), dissolved in acetic acid (30 ml), were added. The reaction mixture was heated to 70° C. for 2 hrs. and then evaporated to dryness. The residue was taken up in sat. NaHCO3 (200 ml), extracted 4× with ethyl acetate (200 ml each) and the combined organic phases were dried over MgSO4. The title compound was obtained as orange crystals (74%); F.p.: 199-201° C.

Workup

  1. additionwere added
  2. customand then evaporated to dryness
  3. extractionextracted 4× with ethyl acetate (200 ml each)
  4. dry with materialthe combined organic phases were dried over MgSO4

Sources & evidence

ORD record
ord-b1a56ddd2546423bbbe4631c6d21f815
Source dataset
uspto-grants-2004_12
Patent number
US06835732B2

Reaction notes

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