Potassium Hydroxide → HCID 89158013, compound

HRID 1468685Notes

Reaction equation

HRID 1468685 reaction equation
[CH3:1][O:2][C:3]1[C:12]([CH3:13])=[CH:11][C:6]2[N:7]=[C:8]([NH2:10])[S:9][C:5]=2[CH:4]=1.C1C(=O)N([Br:21])C(=O)C1.[OH-].[K+]>OS(O)(=O)=O>[Br:21][C:4]1[C:5]2[S:9][C:8]([NH2:10])=[N:7][C:6]=2[CH:11]=[C:12]([CH3:13])[C:3]=1[O:2][CH3:1]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 67184N-bromobutanimideHCID 20289145HCID 20289145, compound

Product 1

HCID 89158013HCID 89158013, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 6-methoxy-5-methylbenzo[d]thiazol-2-amine (5A) (1.0 g, 5.15 mmol) in H2SO4 at 0° C., was added NBS (550 mg, 3.07 mmol). The reaction mixture was stirred at 0° C. for 2 h. Then the reaction mixture was poured to ice-water, neutralized by 50% KOH solution to pH about 3. The precipitation was collected, washed by water and dried over high vacuum. LCMS-ESI+: calc'd for C9H9BrN2OS: 273.0 (M+H+). Found: 273.0 (M+H+).

Workup

  1. customThe precipitation
  2. customwas collected
  3. washwashed by water
  4. customdried over high vacuum

Sources & evidence

ORD record
ord-3919c1a41635458abbbdedf85cc46578
Source dataset
uspto-grants-2015_04
Patent number
US09006229B2

Reaction notes

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