2-Chloroethyl isocyanate → HCID 15389129, compound

HRID 1289637Notes

Reaction equation

HRID 1289637 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[Cl:11][CH2:12][CH2:13][N:14]=[C:15]=[O:16]>CC(C)=O>[Cl:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[NH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2

Participants

4

Reactant 2

HCID 160352-Chloroethyl isocyanateHCID 788675-Aminoindole

Product 1

HCID 15389129HCID 15389129, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2 g of 5-aminoindole in 125 mL of anhydrous acetone is added dropwise 1.25 g of 2-chloroethyl isocyanate. This solution was stirred for 16 h at room temperature, cooled at -20° C., and filtered. The solvent is evaporated and the residue was crystallized from methanol and washed with ether to give a brownish solid, yield 30%, mp 159°-161° C.

Workup

  1. temperaturecooled at -20° C.
  2. filtrationfiltered
  3. customThe solvent is evaporated
  4. customthe residue was crystallized from methanol
  5. washwashed with ether
  6. customto give a brownish solid, yield 30%, mp 159°-161° C.

Sources & evidence

ORD record
ord-dcf3f11c8f6b4dcf914cf7b460e89650
Source dataset
uspto-grants-1998_05
Patent number
US05750547

Reaction notes

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