Ethyl isocyanate → HCID 59603083, compound

HRID 2068678Notes

Reaction equation

HRID 2068678 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][C:5]=2[N:6]=1.[CH2:12]([N:14]=[C:15]=[O:16])[CH3:13]>O1CCOCC1>[Br:11][C:8]1[CH:9]=[CH:10][C:4]2[S:3][C:2]([NH:1][C:15]([NH:14][CH2:12][CH3:13])=[O:16])=[N:6][C:5]=2[CH:7]=1

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 137757855-Bromo-1,3-benzothiazol-2-amine

Product 1

HCID 59603083HCID 59603083, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
80 °C

Procedure

To a solution of 2-amino-5-bromo benzothiazole (0.23 g, 1.0 mmol) in 1,4-dioxane (8.0 mL) was added ethylisocyanate (3.96 mL, 5.0 mmol) and the resulting solution was heated to 80° C. for 16 h. After the completion of the reaction (TLC monitoring), 1,4-dioxane was distilled off followed by co-distillation with n-hexane (2 times). The residue was then stirred with water at 90° C. for 2 h followed by filtration to obtain the desired product that was further washed with hot water and then dried. The residue was finally washed with ether to obtain the desired product (0.18 g, 60%).

Workup

  1. distillationwas distilled off
  2. filtrationfollowed by filtration

Sources & evidence

ORD record
ord-d911287346094a358ac3ef701f001d39
Source dataset
uspto-grants-2012_10
Patent number
US08299065B2

Reaction notes

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