Potassium Carbonate → N-(4-hydroxybutyl)benzothiazole-2-carboxamide

HRID 1942382Notes

Reaction equation

HRID 1942382 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10](Cl)=[O:11].[NH2:13][CH2:14][CH2:15][CH2:16][CH2:17][OH:18].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[OH:18][CH2:17][CH2:16][CH2:15][CH2:14][NH:13][C:10]([C:2]1[S:1][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=1)=[O:11]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 258684-Amino-1-butanolHCID 2776254Benzothiazole-2-carbonyl chloride

Product 1

HCID 66937473N-(4-hydroxybutyl)benzothiazole-2-carboxamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1 g (5 mmol) benzothiazol-2-carbonyl chloride, 542 mg (6 mmol) 4-aminobutan-1-ol and 1.4 g (10 mmol) K2CO3 in acetonitrile is stirred for three days at room temperature. The solvent is evaporated and the product is dissolved in ethyl acetate and washed with 2N HCl and water. After evaporation of the solvent the yellow semisolid is crystallized from ethyl acetate.

Workup

  1. customThe solvent is evaporated
  2. dissolutionthe product is dissolved in ethyl acetate
  3. washwashed with 2N HCl and water
  4. customAfter evaporation of the solvent the yellow semisolid
  5. customis crystallized from ethyl acetate

Sources & evidence

ORD record
ord-9ce5a60c887c4de9a7f58f32a483d012
Source dataset
uspto-grants-2013_03
Patent number
US08389555B2

Reaction notes

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