2-Chloroethyl isocyanate → HCID 15389128, compound

HRID 1289636Notes

Reaction equation

HRID 1289636 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[CH:4][CH:3]=1.[Cl:11][CH2:12][CH2:13][N:14]=[C:15]=[O:16]>C(O)C>[Cl:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[NH:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 160352-Chloroethyl isocyanateHCID 814231H-Indazol-6-amine

Product 1

HCID 15389128HCID 15389128, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2 g of 6-aminoindazole in 125 mL of anhydrous ethanol is added, in a dropwise manner, 1.25 g of 2chloroethyl isocyanate. This solution is stirred for 16 h at room temperature, cooled at -20° C., and filtered. A white solid separated and was recrystallized from ethanol, yield 30%, mp 253°-258° C. 1H NMR (DMSO-d6 : CDCl3): 8.12 ppm, 7.56 ppm, 7.44 ppm, 7.25 ppm, 7.12 ppm, 7.08 ppm, 6.43 ppm, 6.39 ppm, 6.01 ppm, 5.98 ppm, 5.96 ppm, 3.42 ppm, 3.4 ppm, 3.39 ppm, 3.54 ppm, 3.26 pm, 3.23 ppm, 3.2 ppm, 3.17 ppm, 3.14 ppm, 3.12 ppm, 3.09 ppm, 3.05 ppm, 3.04 ppm, 3.04 ppm.

Workup

  1. temperaturecooled at -20° C.
  2. filtrationfiltered
  3. customA white solid separated
  4. customwas recrystallized from ethanol, yield 30%, mp 253°-258° C

Sources & evidence

ORD record
ord-c9da9cce282245ceb0f0d60fe3772f85
Source dataset
uspto-grants-1998_05
Patent number
US05750547

Reaction notes

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